2-(3-Bromoimidazo[1,2-a]pyrimidin-7-yl)propan-2-ol → HCID 10154764, compound

HRID 2183951Notes

Reaction equation

HRID 2183951 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][CH:25]=[CH:24][N:23]=2)=[CH:20][CH:19]=[CH:18][C:17]=1B(O)O>>[F:15][C:16]1[C:21]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=2)=[CH:20][CH:19]=[CH:18][C:17]=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 22285289HCID 22285289, compound

Product 1

HCID 10154764HCID 10154764, compound

Procedure

2-(3-Bromoimidazo[1,2-α]pyrimidin-7-yl)propan-2-ol was coupled with 2-fluoro-3-(pyridin-2-yl)benzeneboronic acid as described in Example 1 to give 2-[3-(2-fluoro-3-(pyridin-2-yl)phenyl)imidazo[1,2-α]pyrimidin-7-yl]propan-2-ol as a white solid. Bis-hydrochloride salt (from ethyl acetate/ethanol): δH (360 MHz, DMSO) 1.57 (6H, s), 7.62 (1H, dd, J 7 and 5), 7.64 (1H, s), 7.80-7.85 (1H, m), 7.89 (1H, d, J 7), 8.03 (1H, s), 8.10-8.19 (2H, m), 8.62 (1H, s), 8.83 (1H, d, J 5), 9.35 (1H, dd, J 7 and 3); m/z (ES+) 349 (M++H).

Sources & evidence

ORD record
ord-ea3d7aa1cf3c4304b5a8e1ed9292bff8
Source dataset
uspto-grants-2005_05
Patent number
US06900215B2

Reaction notes

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