6-(6-{[(1,1-Dimethylethoxy)carbonyl]amino}pyridin-2-yl)imidazo[1,2-a]pyridine-2-carboxylic acid → 6-(2-{[(1,1-Dimethylethoxy)carbonyl]amino}thiazol-4-yl)imidazo[1,2-a]pyridine-2-carboxylic acid
Reaction equation
[CH3:1][C:2]([CH3:27])([O:4][C:5]([NH:7][C:8]1[S:9][CH:10]=[C:11]([C:13]2[CH:14]=[CH:15][C:16]3[N:17]([CH:19]=[C:20]([C:22]([O:24]CC)=[O:23])[N:21]=3)[CH:18]=2)[N:12]=1)=[O:6])[CH3:3].CC(C)(OC(NC1N=C(C2C=CC3N(C=C(C(O)=O)N=3)C=2)C=CC=1)=O)C>>[CH3:3][C:2]([CH3:27])([O:4][C:5]([NH:7][C:8]1[S:9][CH:10]=[C:11]([C:13]2[CH:14]=[CH:15][C:16]3[N:17]([CH:19]=[C:20]([C:22]([OH:24])=[O:23])[N:21]=3)[CH:18]=2)[N:12]=1)=[O:6])[CH3:1]Participants
3
Reactant 2
Product 1
Procedure
125 mg of ethyl 6-(2-{[(1,1-dimethylethoxy)carbonyl]amino}thiazol-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 90 mg of 6-(2-{[(1,1-dimethylethoxy)carbonyl]amino}thiazol-4-yl)imidazo[1,2-a]pyridine-2-carboxylic acid in the form of a brown solid.
Sources & evidence
- ORD record
- ord-bfc2e601cf5948089f233c1aeaec4102
- Source dataset
- uspto-grants-2014_04
- Patent number
- US08691990B2
Reaction notes
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