2-(3-Bromoimidazo[1,2-a]pyrimidin-7-yl)propan-2-ol → HCID 69707810, compound

HRID 2184026Notes

Reaction equation

HRID 2184026 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.CC1(C)COB([C:22]2[CH:23]=[CH:24][C:25]([F:37])=[C:26]([C:28]3[C:29]([C:35]#[N:36])=[CH:30][C:31]([F:34])=[CH:32][CH:33]=3)[CH:27]=2)OC1>>[F:34][C:31]1[CH:30]=[C:29]([C:35]#[N:36])[C:28]([C:26]2[CH:27]=[CH:22][CH:23]=[CH:24][C:25]=2[F:37])=[CH:33][C:32]=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 11336372HCID 11336372, compound

Product 1

HCID 69707810HCID 69707810, compound

Procedure

2-(3-Bromoimidazo[1,2-α]pyrimidin-7-yl)propan-2-ol was coupled with 5′-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-4,2′-difluorobiphenyl-2-carbonitrile as described in Example 65 to give 4,2′-difluoro-5-[7-(1-hydroxy-1-methylethyl)imidazo[1,2-α]pyrimidin-3-yl]biphenyl-2-carbonitrile as a white solid: δH (400 MHz, CDCl3) 1.62 (6H, s), 4.47 (1H, s), 7.08 (1H, d, J 7), 7.39-7.46 (2H, m), 7.55 (1H, dd, J 8 and 3), 7.60-7.64 (3H, m), 7.85 (1H, s), 8.81 (1H, d, J 7); m/z (ES+) 391 (M++H).

Sources & evidence

ORD record
ord-f7e475d6d4d445e5b6289373eb52ee46
Source dataset
uspto-grants-2005_05
Patent number
US06900215B2

Reaction notes

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