Category: 1533519-85-5

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 1533519-85-5, name is Methyl 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate, A new synthetic method of this compound is introduced below., name: Methyl 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate

The compound VI (R was methyl, 96.0 g, 282.9 mmol, 1.0 eq.) Was dissolved in 2 L of ethyl acetate and stirred at 30 to 40 C. The catalyst b5 (1.42 mmol, 0.5% eq.) Was added successively,N.(70.5 g, 396.1 mmol, 1.4 eq.) Was added and reacted for 4 hours. To the reaction solution was added 2 L of petroleum ether, stirred for 0.5 hour, filtered, and 2 L of saturated sodium carbonate solution was added to the filtrate. The organic phase was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give a pale yellow compound of formula V (R, methyl, 107.6 g) in a yield of 91% and a purity of 92.9%

The synthetic route of 1533519-85-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Beijing Xin To Lead Pharmaceutical Co., Ltd.; Wang Hui; Zhen Zhibin; Zhang Xiang; (10 pag.)CN106916115; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 1533519-85-5, These common heterocyclic compound, 1533519-85-5, name is Methyl 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Into a 1L three-necked flask, add 20.0g of intermediate (4), 80ml of tetrahydrofuran and 20ml of methanol, start stirring, warm up to 40.0C, stir until dissolved; add 20.0g NBS, 0.2g TEMPO, react for 60min; cool to 5C, add ethyl acetate 100ml and purified water 120ml, the organic phase was washed with 120ml of 3% sodium bisulfite solution and 100ml of 5% sodium bicarbonate solution, dried with anhydrous sodium sulfate 50.0g, filtered, rinsed with ethyl acetate 50ml, the mother liquor was concentrated to dryness, 60ml of ethyl acetate was added to the residue, heated until the solid was dissolved, 240ml of n-hexane was added, and the temperature was slowly lowered to 0-5C, filtered, washed, and dried to obtain 22.0g of off-white solid with a yield of 89.4%.

Statistics shows that Methyl 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate is playing an increasingly important role. we look forward to future research findings about 1533519-85-5.

Reference:
Patent; Beijing Xinkaiyuan Pharmaceutical Technology Co., Ltd. Hainan Fen Corporation; Xia Zhongning; Wu Jin; Bai Bingxin; (9 pag.)CN111116501; (2020); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 1533519-85-5, These common heterocyclic compound, 1533519-85-5, name is Methyl 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 11. Preparation of methyl 2-((5-bromo-4-(4-cyclopropylnaphthalen-l-yl)-4H-l,2,4-triazol-3-yl)thio)acetate [076] To a flask added methyl 2-((4-(4-cyclopropylnaphthalen-l-yl)-4H-l,2,4-triazol-3-yl)thio)acetate (4.0 g, 11.8 mmol), l,3-Dibromo-5,5-dimethylhydantoin (11.8 mmol) and ethyl acetate (100 mL) to form a mixture, the mixture was heated to reflux, after the reaction was complete, the mixture was cooled to room temperature, then worked up to obtain phenyl 2-((5-bromo-4-(4-cyclopropylnaphthalen-l-yl)-4H-l,2,4-triazol-3-yl)thio)acetate as a yellow solid 4.9 g, yield 99%, LC-Ms: m/z (ESI): 418,420 (M+H)+, 1H NMR (400 MHz, CDC13): delta 8.57 (d, J=8.0 Hz, 1 H), 7.69 (m, 1 H), 7.61 (m, 1 H), 7.39 (s, 2 H), 7.26 (d, J=8.4 Hz, 1 H), 4.07 (dd, J=16.0, 25.6 Hz, 2 H), 3.75 (s, 3 H), 2.46 (m, 1 H), 1.20 (m, 2 H), 0.91 (m, 2 H).

The synthetic route of 1533519-85-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CHEN, Weiqiang; LUO, Jian; LIU, Lixue; FAN, Yuping; WO2014/198241; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 1533519-85-5,Some common heterocyclic compound, 1533519-85-5, name is Methyl 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate, molecular formula is C18H17N3O2S, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

In a 5L three-necked flask, add 160.0g of Intermediate 4 and 1.28L of tetrahydrofuran, start stirring, and raise the temperature to 3542.0.Stir until dissolved; lower the temperature to 2732, add 148.0g NBS, and react for 3.04.0h;Reduce the temperature to 5, add 800ml of toluene and 800ml of purified water, stir and separate the liquid, and use 800ml of 3% sodium bisulfite solution for the organic phase,Wash with 800ml of 5% sodium bicarbonate solution, let stand for liquid separation, collect the organic phase, add 580ml of 1mol/L sodium hydroxide to the organic phase, react for 2h,Separate the liquid, collect the aqueous phase, concentrate, cool the crystal, filter, and wash with water to obtain a wet product; add 720ml of purified water to the wet product,Heat to 35, stir to dissolve, add 1.6L of ethyl acetate, adjust the system pH=24 with 24% hydrobromic acid, stir for 30min,Separate the liquid, wash the organic phase once with 320ml of purified water, concentrate the organic phase until the solid precipitates,Keep warm at 3842, continue to stir and crystallize for 34h, then slowly reduce the temperature to 510, stir for 2h,Filtration, washing, and vacuum drying under reduced pressure to obtain 123.0 g of crude Recinald. The purity is 95.12%,

The synthetic route of 1533519-85-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Beijing Xinkaiyuan Pharmaceutical Technology Co., Ltd. Hainan Fen Corporation; Xia Zhongning; Wu Jin; Zhang Lijie; (8 pag.)CN111153862; (2020); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 1533519-85-5, These common heterocyclic compound, 1533519-85-5, name is Methyl 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Take 8.0g of the purified product of compound (4) obtained in Example 3, 64ml of tetrahydrofuran, start stirring, warm up to T=30~35C, stir until dissolved; add 6.4g NBS, stir the reaction for 3~4h, the reaction is completed, and the temperature is reduced to T 05, add 40ml of toluene, add 40ml of purified water dropwise, the temperature is controlled not to exceed 7, drop it, stir for 10min, let stand for liquid separation; the organic phase is cooled to 05, add 3% hydrogen sulfite dropwise 40ml of sodium solution, keep the temperature below 10C, drop after completion, stir for 20min, stand for liquid separation, collect organic phase; warm to 1825C with camera, add 40ml of 7% sodium bicarbonate solution, stir for 10min, stand for liquid separation , Collect the organic phase, concentrate and dry to prepare the Recinade product, and test its purity to 99.940%.

Statistics shows that Methyl 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate is playing an increasingly important role. we look forward to future research findings about 1533519-85-5.

Reference:
Patent; Beijing Xinkaiyuan Pharmaceutical Technology Co., Ltd. Hainan Fen Corporation; Xia Zhongning; Wu Jin; Wang Shiwei; (10 pag.)CN111116500; (2020); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 1533519-85-5, The chemical industry reduces the impact on the environment during synthesis 1533519-85-5, name is Methyl 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate, I believe this compound will play a more active role in future production and life.

For the 250 ml reaction bottle B join the previous step product (4 g, 0.0118 muM), tetrahydrofuran (30 ml), tetramethyl piperidine (TEMPO, 0.2 g, 0.1 eq), oil bath 30 – 32 C heating and stirring, to dissolve to clarify. Batch by adding N – bromo succinimide (NBS, 3.2 g, 0 . 018 muM, 1.5 eq), temperature control not more than 35 C. Canada finishes, thermal insulation 30 – 32 C reaction 3 h. Detection of the raw material after the reaction is complete, stop heating, ice bath cooling. To be in reaches warm 0 – 5 C, batch by adding sodium sulfite aqueous solution quenching reaction, ethyl acetate extraction, anhydrous sodium sulfate drying, filtering, and concentration, drying, and the produced intermediate C crude product can be directly used for the next step reaction. Analysis of the sample through the column chromatography (200 – 300 mesh silica gel, eluent is dichloromethane: methanol=15:1) purification, to obtain white solid C.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhejiang Jingxin Pharmaceutical Co., Ltd.; Shanghai Jingxin Bio-pharmaceutical Co., Ltd.; Dai Xiangqian; Huang Yue; (17 pag.)CN107098866; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 1533519-85-5, name is Methyl 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate, A new synthetic method of this compound is introduced below., HPLC of Formula: C18H17N3O2S

250mL was added to the reaction flask the product of step B (4g, 0.0118mol), tetrahydrofuran (30ml), tetramethylpiperidinePyridine (TEMPO, 0.2g, 0.1eq), an oil bath at 30 ~ 32 heating and stirring to dissolve until clear. Portionwise added N- bromosuccinimideImide (NBS, 3.2g, 0.018mol, 1.5eq), temperature does not exceed 35 . Plus complete, insulation 30 ~ 32 reaction 3h.Sample testing of raw materials after the reaction was complete, heating was stopped, the ice bath to cool. Until an internal temperature of 0 ~ 5 , water portionwise sodium sulfiteThe reaction was quenched solution was extracted with ethyl acetate, dried over anhydrous sodium sulfate, filtration, spin dry, and the resulting crude intermediate C directlyUsed in the next reaction.Samples were analyzed by column chromatography (200-300 mesh silica gel, eluting with methylene chloride: methanol = 15: 1) to giveWhite solid C.

The synthetic route of 1533519-85-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang Jingxin Pharmaceutical Co., Ltd.; Huang, yue; Xu, hui; Zhangyu, bin; Zheng, fei; (19 pag.)CN105399694; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 1533519-85-5, The chemical industry reduces the impact on the environment during synthesis 1533519-85-5, name is Methyl 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate, I believe this compound will play a more active role in future production and life.

In a 100 ml three-necked flask equipped with a stirrer, a thermometer, 25 ml of DMF was added, the intermediate (IV)3.39 g, stirred at room temperature, 0.42 g of sodium hydroxide was added and 1.87 g of NBS was added in portions at 25 C,Add to maintain the stirring for 3 hours; add 50ml of water, then ethyl acetate 50ml x3 extraction, combined organicThe phases were concentrated and the ethyl acetate was removed by adding 25 ml of ethyl acetate / 50 ml of n-hexane to recrystallize,To give the product 3.55 g, i.e. intermediate (V), in a yield of 84.93%.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chengdu Baoyu Pharmaceutical Co., Ltd.; Lei, Lang; Li, Shanwei; Xiong, Bo; (10 pag.)CN105906576; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1533519-85-5, name is Methyl 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate, belongs to Triazoles compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1533519-85-5, 1533519-85-5

[0278] Charge Compound 2 (1.0 kg ¡À 1%) to a reactor. Add tetrahydrofuran (6.2 kg ¡À 1% <> 7.0 L ¡À 1%) to the same reactor. Heat the mixture to a temperature between 35C and 42C. Stir the mixture for at least 10 minutes at a temperature between 35C and 42C to obtain a clear solution. Cool the reaction mixture to a temperature between 27C and 32C. [0279] Add N-bromosuccinimide (0.734 kg ¡À 1%) to the reaction mixture whilst maintaining the temperature between 27C and 32C, e.g., between 27C and 30C. Stir the mixture at a temperature between 27C and 32C, e.g., between 27C and 30C, until the reaction is complete. [0280] The reaction is considered complete when the content of Compound 2 is lower than 1.5% area by HPLC, preferentially lower than 0.2% area by HPLC. [0281] The reaction is sampled for HPLC analysis after 20 to 40 minutes of stirring for the determination of the Compound 2 content. Based on HPLC analysis, optionally add extra quantity of N-bromosuccinimide (0.105 kg ¡À 1%) while maintaining the temperature between 27C and 32C, e.g., 27C and 30C. Otherwise, continue with the stirring at a temperature between 27C and 32C, e.g., between 27C and 30C, until the reaction is complete. [0282] Cool the reaction mixture to a temperature between 2C and 7C, e.g., between 2C and 5C. Add toluene (4.33 kg ¡À 5%) to the mixture, while maintaining the temperature between 2C and 7C, e.g., between 2C and 5C. [0283] Add to the reaction mixture, over at least 10 minutes, while maintaining the temperature between 2C and 7C, e.g., between 2C and 5C, ozonated deionised water (5.0 L ¡À 5%). The addition of the ozonated deionised water is exothermic and during the addition gaseous release may occur. Stir the mixture for at least 30 minutes maintaining the temperature between 2C and 7C, e.g., between 4C and 6C. [0284] Stop stirring and allow layers to separate for at least 30 minutes. Discharge the aqueous (lower phase). Add to the organic phase, over at least 10 minutes, while maintaining the temperature between 2C and 7C, a solution previously prepared by dissolution of sodium disulfite (0.112 kg ¡À 1%) in ozonated deionised water (5.0 L ¡À 5%). The addition of the sodium disulfite solution is exothermic. During the addition gaseous release may occur. [0285] Stir the suspension for at least 30 minutes maintaining the temperature between 2C and 7C. Take a sample of the mixture. If the aqueous phase of the sample is pale yellow, conduct another wash step with sodium disulfite. If the aqueous phase of the sample is colorless then send sample for HPLC analysis. If the peak of N-bromosuccinimide is detected by HPLC then conduct another wash with sodium disulfite and repeat the HPLC analysis till the NBS is not longer detectable by HPLC. [0286] Stop stirring and allow layers to separate for at least 15 minutes. Discharge the aqueous phase (lower phase) and combine with the previous aqueous phase. Heat the organic phase comprising Compound 3 to a temperature between 18C and 25C. Add to the organic phase, maintaining the temperature between 18C and 25C, ozonated deionised water (5.0 L ¡À 5%). Stir the mixture for at least 15 minutes maintaining the temperature between 18C and 25C. Stop stirring and allow layers to separate for at least 15 minutes. Discharge the aqueous phase (lower phase). [0287] Add to the organic phase, maintaining the temperature between 18C and 25C, a solution previously prepared by dissolution of sodium bicarbonate (0.35 kg ¡À 1%) in ozonated deionised water (5.0 L ¡À 5%). Stir the mixture for at least 15 minutes maintaining the temperature between 18C and 25C. Stop stirring and allow layers to separate for at least 15 minutes. Discharge the aqueous phase (lower phase). [0288] If the pH of the discharged aqueous phase is below 8.0, repeat the wash step with sodium bicarbonate until the pH of the aqueous phase is above 8.0. [0289] Add to the organic phase, comprising Compound 3, over at least 10 minutes, while maintaining the temperature between 18C and 25 C, a solution previously prepared by dissolution of sodium hydroxide (pure) (0.1473 kg ¡À 1%) in ozonated deionised water (3.61 L ¡À 5%). [0290] Stir the mixture at a temperature between 18C and 25C for at least 2 hours until the reaction is complete. The reaction is considered complete when the peak area by HPLC of Compound 3 in the organic phase is lower than 50 mAU. If reaction is incomplete then stir the reaction mixture an extra 2 hours before re-sampling. If reaction completion is not achieved after 6 hours stirring, add extra quantity of sodium hydroxide aqueous solution and re-sample 3 hours after the addition. The reaction mixture has two phases at this point. Stop stirring and allow layers to separate for at least 30 minutes. Discharge the aqueous phase (lower phase) to a reactor or receiver. Repeat this step and combine the aqueous layers. Discharge the organic phase (upper phase) for disposal. [0291] Concentrate the aqueous phases under a vacuum at a temperatur…

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARDEA BIOSCIENCES, INC.; GUNIC, Esmir; GALVIN, Gabriel; WO2014/8295; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

1533519-85-5, A common compound: 1533519-85-5, name is Methyl 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate, belongs to Triazoles compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

The compound a1 (50 g, 147.3 mmol, 1.0 eq.) Was dissolved in 500 mL of acetone, stirred at 20 to 30 C, methyl bromoacetate (1473 mmol, 10 eq.) Was added and reacted for 12 hours. The reaction solution was concentrated to dryness , And the concentrate was recrystallized from ethyl acetate to obtain 56.4 g of the catalyst b1 in a yield of 77.8%.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Beijing Xin To Lead Pharmaceutical Co., Ltd.; Wang Hui; Zhen Zhibin; Zhang Xiang; (10 pag.)CN106916115; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics