5-(6-Bromo-2-phenyl-imidazo[1,2-a]pyridin-7-ylcarbamoyl)-1-methyl-1H-pyrazole-4-carboxylic acid → 1-Methyl-5-(5-morpholin-4-yl-2-phenyl-imidazo[1,2-c]pyrimidin-7-ylcarbamoyl)-1H-pyrazole-4-carboxylic acid

HRID 908227Notes

Reaction equation

HRID 908227 reaction equation
BrC1C(N[C:18]([C:20]2[N:24]([CH3:25])[N:23]=[CH:22][C:21]=2[C:26]([OH:28])=[O:27])=[O:19])=CC2N(C=C(C3C=CC=CC=3)N=2)C=1.[N:29]1([C:35]2[N:40]3[CH:41]=[C:42]([C:44]4[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=4)[N:43]=[C:39]3[CH:38]=[C:37]([NH2:50])[N:36]=2)[CH2:34][CH2:33][O:32][CH2:31][CH2:30]1>>[CH3:25][N:24]1[C:20]([C:18](=[O:19])[NH:50][C:37]2[N:36]=[C:35]([N:29]3[CH2:34][CH2:33][O:32][CH2:31][CH2:30]3)[N:40]3[CH:41]=[C:42]([C:44]4[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=4)[N:43]=[C:39]3[CH:38]=2)=[C:21]([C:26]([OH:28])=[O:27])[CH:22]=[N:23]1

Participants

3

Reactant 2

HCID 670416185-(6-Bromo-2-phenyl-imidazo[1,2-a]pyridin-7-ylcarbamoyl)-1-methyl-1H-pyrazole-4-carboxylic acidHCID 670419775-Morpholin-4-yl-2-phenyl-imidazo[1,2-c]pyrimidin-7-ylamine

Product 1

HCID 670422821-Methyl-5-(5-morpholin-4-yl-2-phenyl-imidazo[1,2-c]pyrimidin-7-ylcarbamoyl)-1H-pyrazole-4-carboxylic acid

Procedure

The title compound was prepared in analogy to 5-(6-bromo-2-phenyl-imidazo[1,2-a]pyridin-7-ylcarbamoyl)-1-methyl-1H-pyrazole-4-carboxylic acid (Example 67, Step 4-6), using 5-morpholin-4-yl-2-phenyl-imidazo[1,2-c]pyrimidin-7-ylamine (as prepared in Example 63, Step 1) in Step 4. MS (m/e)=448.3 [M+H+].

Sources & evidence

ORD record
ord-503410dbd470401991922193b25bc72c
Source dataset
uspto-grants-2011_09
Patent number
US08017604B2

Reaction notes

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