(6-BROMO-5-FLUOROPYRIDIN-2-YL)METHANOL synthesis
- Product Name:(6-BROMO-5-FLUOROPYRIDIN-2-YL)METHANOL
- CAS Number:1227599-50-9
- Molecular formula:C6H5BrFNO
- Molecular Weight:206.01
1052714-46-1
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Yield: 95%
Reaction Conditions:
with dimethylsulfide borane complex in tetrahydrofuran at 0 - 80; for 2 h;
Steps:
163.1 Step 1. Preparation of (6-bromo-5-fluoropyridin-2-yl)methanol
EXAMPLE 163 Synthesis of (S)-5-chloro-4-((1 -((6-(difluoromethyl)-3-fluoropyridin-2- yl)methyl)pyrrolidin-3-yl)(methyl)amino)-2-fluoro-//-(thiazol-4-yl)benzenesulfonarTiide formate Step 1. Preparation of (6-bromo-5-fluoropyridin-2-yl)methanol To a solution of 6-bromo-5-fluoropicolinic acid (4.50 g, 20.5 mmol) in anhydrous tetrahydrofuran (60 mL) was added borane dimethyl sulfide complex (10 M, 5.11 mL, 51.1 mmol) at 0 °C. The mixture was then heated to 80 °C for 2 h. After cooling to ambient temperature, the reaction mixture was quenched with methanol (30 mL) and concentrated in vacuo to provide the title compound as a colorless oil (4.0 g, 95% yield): MS (ES+) m/z 205.9 (M + 1), 207.9 (M + 1).
References:
XENON PHARMACEUTICALS INC.;ANDREZ, Jean-Christophe;BURFORD, Kristen, Nicole;CHOWDHURY, Sultan;COHEN, Charles, Jay;DEHNHARDT, Christoph, Martin;DEVITA, Robert, Joseph;EMPFIELD, James, Roy;FOCKEN, Thilo;GRIMWOOD, Michael, Edward;HASAN, Syed, Abid;JOHNSON, James, Philip, Jr.;ZENOVA, Alla, Yurevna WO2017/201468, 2017, A1 Location in patent:Page/Page column 241
1210419-26-3
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374633-36-0
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