2,4-Difluoro-3-(pyridin-3-yl)benzeneboronic acid → HCID 10294869, compound

HRID 2184035Notes

Reaction equation

HRID 2184035 reaction equation
[CH3:1][O:2][C:3](=[O:17])[C:4]([C:7]1[CH:12]=[CH:11][N:10]2[C:13](Br)=[CH:14][N:15]=[C:9]2[N:8]=1)([CH3:6])[CH3:5].[F:18][C:19]1[C:24]([C:25]2[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=2)=[C:23]([F:31])[CH:22]=[CH:21][C:20]=1B(O)O>>[CH3:1][O:2][C:3](=[O:17])[C:4]([C:7]1[CH:12]=[CH:11][N:10]2[C:13]([C:20]3[CH:21]=[CH:22][C:23]([F:31])=[C:24]([C:25]4[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=4)[C:19]=3[F:18])=[CH:14][N:15]=[C:9]2[N:8]=1)([CH3:6])[CH3:5]

Participants

3

Reactant 2

HCID 222400962,4-Difluoro-3-(pyridin-3-yl)benzeneboronic acidHCID 69708866HCID 69708866, compound

Product 1

HCID 10294869HCID 10294869, compound

Procedure

2-(3-Bromoimidazo[1,2-α]pyrimidin-7-yl)-2-methylpropionic acid methyl ester and 2,4-difluoro-3-(pyridin-3-yl)benzeneboronic acid were coupled in the same way as described in Example 65 to give 2-[3-(2,4-difluoro-3-(pyridin-3-yl)phenyl)imidazo[1,2-α]pyrimidin-7-yl)-2-methylpropionic acid methyl ester as a white solid: δH (360 MHz, CDCl3) 1.69 (6H, s), 3.70 (3H, s), 6.91 (1H, d, J 7), 7.20-7.25 (1H, m), 7.43-7.47 (1H, m), 7.50-7.57 (1H, m), 7.84-7.87 (1H, m), 7.89 (1H, s), 8.21 (1H, dd, J 7 and 3), 8.69 (1H, dd, J 5 and 2), 8.78 (1H, d, J 1); m/z (ES+) 409 (M++H).

Sources & evidence

ORD record
ord-3c938564eacf45ffb5a51d28d81c571c
Source dataset
uspto-grants-2005_05
Patent number
US06900215B2

Reaction notes

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