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-methoxy-phenyl)-imidazo[1,2-a]pyrimidin-7-yl]-amide

HRID 1958356Notes

Reaction equation

HRID 1958356 reaction equation
[F:1][CH:2]1[CH2:5][N:4]([C:6]([C:8]2[CH:9]=[N:10][N:11]([CH3:16])[C:12]=2[C:13]([OH:15])=O)=[O:7])[CH2:3]1.[CH3:17][O:18][C:19]1[CH:20]=[C:21]([C:25]2[N:26]=[C:27]3[N:32]=[C:31]([NH2:33])[CH:30]=[CH:29][N:28]3[CH:34]=2)[CH:22]=[CH:23][CH:24]=1>>[CH3:17][O:18][C:19]1[CH:20]=[C:21]([C:25]2[N:26]=[C:27]3[N:32]=[C:31]([NH:33][C:13]([C:12]4[N:11]([CH3:16])[N:10]=[CH:9][C:8]=4[C:6]([N:4]4[CH2:3][CH:2]([F:1])[CH2:5]4)=[O:7])=[O:15])[CH:30]=[CH:29][N:28]3[CH:34]=2)[CH:22]=[CH:23][CH:24]=1

Participants

3

Reactant 2

HCID 584467964-(3-fluoroazetidine-1-carbonyl)-1-methyl-1H-pyrazole-5-carboxylic acidHCID 673876022-(3-Methoxyphenyl)imidazo[1,2-A]pyrimidin-7-amine

Product 1

HCID 673840614-(3-Fluoro-azetidine-1-carbonyl)-2-methyl-2H-pyrazole-3-carboxylic acid [2-(3-methoxy-phenyl)-imidazo[1,2-a]pyrimidin-7-yl]-amide

Procedure

The title compound was prepared in analogy to example 82 from 4-(3-fluoroazetidine-1-carbonyl)-1-methyl-1H-pyrazole-5-carboxylic acid (100 mg, 440 μmol) and 2-(3-methoxyphenyl)imidazo[1,2-a]pyrimidin-7-amine (106). Yellow solid (142 mg, 72%).

Sources & evidence

ORD record
ord-33fea198b3894534a3937e20fa55d830
Source dataset
uspto-grants-2013_04
Patent number
US08410117B2

Reaction notes

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