I am very proud of our efforts over the past few months and hope to 1,4-Dimethyl-1H-1,2,3-triazole help many people in the next few years.
Reference of 60166-43-0, New Advances in Chemical Research in 2021. The prevalence of solvent effects in heterogeneous catalysis in condensed media has motivated developing quantitative kinetic,A common heterocyclic compound, 60166-43-0, name is 1,4-Dimethyl-1H-1,2,3-triazole, molecular formula is C4H7N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.
(R)-3-Bromo-7-chloro-5-(phenyl(tetrahydro-2H-pyran-4-yl)methyl)-5H- pyrrolo[2,3-b:4,5-b’]dipyridine (30.0 mg, 0.066 mmol), l,4-dimethyl-lH-l,2,3-triazole (25.5 mg, 0.263 mmol), Me4NOAc (21.8 mg, 0.164 mmol), and PdCl2(dppf)2.DCM (3.8 mg, 4.60 muetaiotaomicron) were weighed into a 20 mL scintillation vial, and 3 mL DMF was added and the air was replaced with nitrogen. The reaction mixture was heated to 100 C with stirring. After 1 h, it was cooled to room temperature, filtered, and concentrated. The crude material was purified via preparative LC/MS with the following conditions: Column: XBridge C18, 19 x 200 mm, 5-muiotaeta particles; Mobile Phase A: 5:95 ACN: water with 10-mM NH4OAc; Mobile Phase B: 95:5 ACN: water with 10-mM NH4OAc; Gradient: 20-60% B over 15 min, then a 5-min hold at 100% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation. The yield of the product was 4.2 mg, and its estimated purity by LC/MS analysis was 100%. Two analytical LC/MS injections were used to determine the final purity. Injection 1 conditions: Column: Waters BEH C18, 2.0 x 50 mm, 1.7-muetaiota particles; Mobile Phase A: 5:95 ACN:water with 10 mM NH4OAc; Mobile Phase B: 95:5 ACN:water with 10 mM NH4OAc; Temperature: 50 C; Gradient: 0%B, 0-100% B over 3 min, then a 0.5-min hold at 100% B; Flow: 1 mL/min; Detection: UV at 220 nm, RT = 1.52 min, LC/MS (M+H) = 534.5, LC/MS (M+H) = 534.5. Injection 2 conditions: Column: Waters BEH CI 8, 2.0 x 50 mm, 1.7-muiotaeta particles; Mobile Phase A: 5:95 methanol: water with 10 mM NH4OAc; Mobile Phase B: 95:5 methanol: water with 10 mM NH4OAc; Temperature: 50 C; Gradient: 0%B, 0-100% B over 3 min, then a 0.5-min hold at 100% B; Flow: 0.5 mL/min; Detection: UV at 220 nm. RT = 2.50 min, LC/MS (M+H) = 534.5. NMR (500MHz, DMSO-c e) delta 8.82 (d, J=8.1 Hz, 1H), 8.67 (s, 1H), 8.58 (br. s., 1H), 7.74 (t, J=7.2 Hz, 3H), 7.36 – 7.28 (m, 2H), 7.28 – 7.20 (m, 1H), 6.07 (br. s., 1H), 4.39 (s, 3H), 4.03 (s, 3H), 3.89 (d, J=13.6 Hz, 1H), 3.75 (d, J=9.9 Hz, 1H), 3.61 (br. s., 1H), 3.43 (t, .7=11.2 Hz, 1H), 3.24 (t, .7=11.4 Hz, 1H), 2.55 (s, 3H), 2.31 (s, 3H), 1.62 (br. s., 1H), 1.51 – 1.39 (m, 1H), 1.29 (d, J=8.4 Hz, 1H), 1.15 (br. s., 1H); LC/MS (M+H) = 534.3 [Column: Waters Aquity BEH C18 2.1 X 50 mm 1.7u; Mobile Phase A: water with 0.05% TFA; Mobile Phase B: ACN with 0.05% TFA; Temperature: 40 C; Gradient: 2-98% B over 1.5 min; Flow: 0.8 rnL/min].
I am very proud of our efforts over the past few months and hope to 1,4-Dimethyl-1H-1,2,3-triazole help many people in the next few years.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; NORRIS, Derek J.; VACCARO, Wayne; DEBENEDETTO, Mikkel V.; DEGNAN, Andrew P.; DELUCCA, George V.; DESKUS, Jeffrey A.; HAN, Wen-Ching; KUMI, Godwin Kwame; SCHMITZ, William D.; STARRETT, John E., JR.; HILL, Matthew D.; HUANG, Hong; (563 pag.)WO2016/183118; (2016); A1;,
1,2,3-Triazole – Wikipedia,
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