New discoveries in chemical research and development in 2021. Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. 16681-65-5
Step 3: (S)-Methyl 3-(1 -methyl- 1H- 1 ,2,3-triazol-5-yl)-5-(phenyl(tetrahydro- 2H-pyran-4-yl)methyl)-5H-pyrido [3,2-bjindole-7-carboxylateA dry, N2 (g) flushed, 1 dram vial was charged with tetramethylammonium acetate (33.3 mg, 0.250 mmol), bis(triphenylphosphine)palladium dichloride (8.79 mg, 0.0130 mmol) and (S)-methyl 3 -bromo-5 -(phenyl(tetrahydro-2H-pyran-4-yl)methyl)-5H- pyrido[3,2-b]indole-7-carboxylate (60.0 mg, 0.125 mmol). To this was added 1-methyl- 1H-1,2,3-triazole (20.8 mg, 0.250 mmol). The vial was again flushed with nitrogen. Tothis was added NMP (0.5 mL). The resulting mixture was stirred vigorously under a stream of nitrogen for 10 mm. The vial was placed in a pre-heated oil bath at 95 C and heated at that temperature overnight. The reaction was cooled to room temperature, diluted with EtOAc, washed with water (2X), then brine, dried over MgSO4, filtered, and concentrated. The residue was purified by column chromatography (100% EtOAc – 1%MeOH/EtOAc) to give 39.5 mg (66%) as an off-white solid. ?H NMR (500MHz, CDC13)o 8.61 (d, J1.6 Hz, 1H), 8.50 (s, 1H), 8.47 (d, J8.2 Hz, 1H), 8.10 (d, J=8.2 Hz, 1H),7.82 (s, 1H), 7.75 (s, 1H), 7.53-7.45 (m, 2H), 7.42-7.35 (m, 2H), 7.35-7.30 (m, 1H), 5.63(d,J10.7 Hz, 1H), 4.11-4.03 (m, 4H), 3.98 (s, 3H), 3.86 (dd,J=11.7, 3.0 Hz, 1H), 3.57(td,J=11.9, 1.7 Hz, 1H), 3.37 (td,J=11.9, 1.9 Hz, 1H), 3.22-3.09 (m, 1H), 2.11-2.01 (m,1H), 1.72-1.59 (m, 1H), 1.50-1.38 (m, 1H), 1.07 (d,J13.1 Hz, 1H). LCMS (M+H) =482.3.
Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 1-Methyl-1H-1,2,3-triazole, in my other articles.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; NORRIS, Derek J.; DELUCCA, George V.; GAVAI, Ashvinikumar V.; QUESNELLE, Claude A.; GILL, Patrice; O’MALLEY, Daniel; VACCARO, Wayne; LEE, Francis Y.; DEBENEDETTO, Mikkel V.; DEGNAN, Andrew P.; FANG, Haiquan; HILL, Matthew D.; HUANG, Hong; SCHMITZ, William D.; STARRETT, JR, John E.; HAN, Wen-Ching; TOKARSKI, John S.; MANDAL, Sunil Kumar; WO2015/100282; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics