Extracurricular laboratory: Synthetic route of 2,2-Difluoropropan-1-ol

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. 33420-52-9, 2,2-Difluoropropan-1-ol, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 33420-52-9, Adding some certain compound to certain chemical reactions, such as: 33420-52-9, name is 2,2-Difluoropropan-1-ol,molecular formula is C3H6F2O, 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 33420-52-9.

Example 2305- [9-(2,2-Difluoropropoxy)-6-methanesulfonyl-5- [(S)-oxan-4-yl(phenyl)methylj -5H-pyrido [3 ,2-bj indol-3-ylj -4-(2H3)methyl- 1-methyl- 1H-1 ,2,3-triazole To a stirred solution of 5- {9-fluoro-6-methanesulfonyl-5 – [(S)-oxan-4-yl(phenyl)methyl] -5H-pyrido [3 ,2-b]indol-3 -yl} -4-(2H3)methyl- 1-methyl-i H- 1,2,3 -triazole (31.0 mg, 0.0600 mmol) and 2,2-difluoropropan-2-ol (27.8 mg, 0.290 mmol) inNMP (0.30 mL) was added t-BuOK (25.9 mg, 0.230 mmol). This mixture was heated at65 C for 1 h and cooled to room temperature. The mixture was diluted with MeOH andpurified via preparative LC/MS with the following conditions: Column: Waters XBridgePhenyl, 19 x 200 mm, 5-rim particles; Mobile Phase A: 5:95 acetonitrile: water with 10-mM ammonium acetate; Mobile Phase B: 95:5 acetonitrile: water with 10-mMammonium acetate; Gradient: 15-70% B over 20 mm, then a 5-mm hold at 100% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation to give 5- [9-(2,2-difluoropropoxy)-6-methanesulfonyl-5 – oxan-4-yl(phenyl)methyl]-5H-pyrido [3 ,2-b]indol-3 -yl]-4-(2H3)methyl- i-methyl-i H15 1,2,3-triazole (13.8 mg, 37%). ?H NMR (500MHz, DMSO-d6) oe 8.60 (s, 1H), 8.29 (d,J8.8 Hz, 1H), 7.74 (s, 1H), 7.56 (br d, J7.7 Hz, 2H), 7.36-7.29 (m, 2H), 7.28-7.22 (m,1H), 7.18 (d, J=8.9 Hz, 1H), 6.74 (s, 1H), 4.67 (br t, J=12.0 Hz, 2H), 3.86 (br d, J15.iHz, 1H), 3.73 (s, 3H), 3.60-3.55 (m, 1H), 3.49 (brt,J=ii.5 Hz, 1H), 3.33 (br d,J11.8Hz, 1H), 3.23-3.16 (m, 1H), 2.54 (s, 3H), 1.95 (brt,J=19.4 Hz, 3H), 1.69 (br d,J10.8Hz, 1H), i.62-i.50(m, 1H), i.22(brd,J=8.8 Hz, 1H), 0.43 (brd,J=12.OHz, 1H).LCMS: RT = 1.731 mm; (ES): mlz (M+H)+ = 613.15, LCMS: Column: Waters Acquity UPLC BEH C 18, 2.1 x 50 mm, 1 .7-tim particles; Mobile Phase A: 5:95 acetonitrile:water with 10mM ammonium acetate; Mobile Phase B: 95:5 acetonitrile:water with 10mM ammonium acetate; Temperature: 50 C; Gradient: 0-100% B over 3 mm, then a 0.75-mmhold at 100% B; Flow: 1.11 mL/min. HPLC Purity at 220 nm: 95 %.

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. 33420-52-9, 2,2-Difluoropropan-1-ol, other downstream synthetic routes, hurry up and to see.

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;,
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