4-(3-fluoroazetidine-1-carbonyl)-1-methyl-1H-pyrazole-5-carboxylic acid → 4-(3-Fluoro-azetidine-1-carbonyl)-2-methyl-2H-pyrazole-3-carboxylic acid [2-(3-fluoro-phenyl)-imidazo[1,2-a]pyrimidin-7-yl]-amide

HRID 1958354Notes

Reaction equation

HRID 1958354 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[N:9]=[C:10]3[CH:15]=[C:14]([NH2:16])[N:13]=[CH:12][N:11]3[CH:17]=2)[CH:5]=[CH:6][CH:7]=1.[F:18][CH:19]1[CH2:22][N:21]([C:23]([C:25]2[CH:26]=[N:27][N:28]([CH3:33])[C:29]=2[C:30](O)=[O:31])=[O:24])[CH2:20]1>>[F:1][C:2]1[CH:3]=[C:4]([C:8]2[N:9]=[C:12]3[N:13]=[C:14]([NH:16][C:30]([C:29]4[N:28]([CH3:33])[N:27]=[CH:26][C:25]=4[C:23]([N:21]4[CH2:20][CH:19]([F:18])[CH2:22]4)=[O:24])=[O:31])[CH:15]=[CH:10][N:11]3[CH:17]=2)[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 584467964-(3-fluoroazetidine-1-carbonyl)-1-methyl-1H-pyrazole-5-carboxylic acidHCID 673911462-(3-Fluorophenyl)imidazo[1,2-c]pyrimidin-7-amine

Product 1

HCID 673840934-(3-Fluoro-azetidine-1-carbonyl)-2-methyl-2H-pyrazole-3-carboxylic acid [2-(3-fluoro-phenyl)-imidazo[1,2-a]pyrimidin-7-yl]-amide

Procedure

The title compound was prepared in analogy to example 82 from 2-(3-fluorophenyl)imidazo[1,2-c]pyrimidin-7-amine (100 mg) and 4-(3-fluoroazetidine-1-carbonyl)-1-methyl-1H-pyrazole-5-carboxylic acid (100 mg, 440 μmol). Yellow solid (76 mg, 39%).

Sources & evidence

ORD record
ord-27557bb3c13b48efa23ba3ea21a48328
Source dataset
uspto-grants-2013_04
Patent number
US08410117B2

Reaction notes

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