2-broMo-4-(1,1-difluoroethyl)pyridine synthesis
- Product Name:2-broMo-4-(1,1-difluoroethyl)pyridine
- CAS Number:1419221-58-1
- Molecular formula:C7H6BrF2N
- Molecular Weight:222.03
111043-06-2
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Yield:1419221-58-1 84.1%
Reaction Conditions:
with diethylamino-sulfur trifluoride in dichloromethane at 0;
Steps:
c (c) 2-bromo-4-(l , 1 -difluoroethvDpyridine
To a solution of l-(2-bromopyridin-4-yl)ethanone (20 g, 0.1 mol) in 200 mL of DCM was added DAST (40.3 g, 0.25 mol) at 0 °C. The reaction mixture was stirred overnight, and slowly poured into aq. NaHC03 and extracted with DCM. The organic phases were washed with water and brine, dried over Na2S04, filtered and concentrated under vacuum to give a crude residue, which was purified by flash chromatography on silica gel to give 2-bromo-4-(l , l-difluoroethyl)pyridine (18.5 g, yield: 84.1%). 1HNMR (400MHz, DMSO-d6): δ= 8.56 (d, / = 5.2 Hz, 1 H), 7.86 (s, 1 H), 7.65 (d, / = 4.8 Hz, 1 H), 2.00 (t, / = 19.2 Hz, 3 H). MS (ESI): M/Z (M/M+2 = 1/1) 222.0/224.0.
References:
WO2014/114185,2014,A1 Location in patent:Page/Page column 161
66572-56-3
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656257-69-1
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