6-(6-{[(1,1-Dimethylethoxy)carbonyl]amino}pyridin-2-yl)imidazo[1,2-a]pyridine-2-carboxylic acid → 6-(1H-pyrazol-4-yl)imidazo[1,2-a]pyridine-2-carboxylic acid

HRID 2363739Notes

Reaction equation

HRID 2363739 reaction equation
[NH:1]1[CH:5]=[C:4]([C:6]2[CH:7]=[CH:8][C:9]3[N:10]([CH:12]=[C:13]([C:15]([O:17]CC)=[O:16])[N:14]=3)[CH:11]=2)[CH:3]=[N:2]1.CC(C)(OC(NC1N=C(C2C=CC3N(C=C(C(O)=O)N=3)C=2)C=CC=1)=O)C>>[NH:1]1[CH:5]=[C:4]([C:6]2[CH:7]=[CH:8][C:9]3[N:10]([CH:12]=[C:13]([C:15]([OH:17])=[O:16])[N:14]=3)[CH:11]=2)[CH:3]=[N:2]1

Participants

3

Reactant 2

HCID 441249406-(6-{[(1,1-Dimethylethoxy)carbonyl]amino}pyridin-2-yl)imidazo[1,2-a]pyridine-2-carboxylic acidHCID 44136205ethyl 6-(1H-pyrazol-4-yl)imidazo[1,2-a]pyridine-2-carboxylate

Product 1

HCID 441249466-(1H-pyrazol-4-yl)imidazo[1,2-a]pyridine-2-carboxylic acidYield 52.6%

Procedure

128 mg of ethyl 6-(1H-pyrazol-4-yl)imidazo[1,2-a]pyridine-2-carboxylate are saponified under conditions similar to those described for the preparation of Intermediate 11 (step 11.3), to give 60 mg of 6-(1H-pyrazol-4-yl)imidazo[1,2-a]pyridine-2-carboxylic acid.

Sources & evidence

ORD record
ord-49939fca0d6f4b1bb7c128edbca41200
Source dataset
uspto-grants-2014_04
Patent number
US08691990B2

Reaction notes

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