2-(3-Bromoimidazo[1,2-a]pyrimidin-7-yl)propan-2-ol → HCID 10133480, compound

HRID 2184025Notes

Reaction equation

HRID 2184025 reaction equation
Br[C:2]1[N:6]2[CH:7]=[CH:8][C:9]([C:11]([OH:14])([CH3:13])[CH3:12])=[N:10][C:5]2=[N:4][CH:3]=1.[F:15][C:16]1[C:21]([C:22]2[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=2)=[C:20]([F:28])[CH:19]=[CH:18][C:17]=1B(O)O>>[F:28][C:20]1[C:21]([C:22]2[CH:23]=[CH:24][N:25]=[CH:26][CH:27]=2)=[C:16]([F:15])[CH:17]=[CH:18][C:19]=1[C:2]1[N:6]2[CH:7]=[CH:8][C:9]([C:11]([OH:14])([CH3:13])[CH3:12])=[N:10][C:5]2=[N:4][CH:3]=1

Participants

3

Reactant 2

HCID 112422822-(3-Bromoimidazo[1,2-a]pyrimidin-7-yl)propan-2-olHCID 22240089HCID 22240089, compound

Product 1

HCID 10133480HCID 10133480, compound

Procedure

2-(3-Bromoimidazo[1,2-α]pyrimidin-7-yl)propan-2-ol was coupled with 2,4-difluoro-3-(pyridin-4-yl)benzeneboronic acid as described in Example 65 to give 2-[3-(2,4-difluoro-3-(pyridin-4-yl)phenyl)imidazo[1,2-α]pyrimidin-7-yl]propan-2-ol as an off-white solid. Bis-hydrochloride (from ethanol/ethyl acetate): δH (360 MHz, DMSO) 1.56 (6H, s), 7.62-7.67 (1H, m), 7.85 (1H, d, J 7), 7.88-7.94 (1H, m), 7.99 (2H, d, J 6), 8.50 (1H, s), 8.94 (2H, d, J 6), 9.26 (1H, dd, J 7 and 3); m/z (ES+) 367 (M++H).

Sources & evidence

ORD record
ord-438f6c01336c40059112afdb875da481
Source dataset
uspto-grants-2005_05
Patent number
US06900215B2

Reaction notes

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