6-(6-{[(1,1-Dimethylethoxy)carbonyl]amino}pyridin-2-yl)imidazo[1,2-a]pyridine-2-carboxylic acid → 6-(Thiophen-3-yl)imidazo[1,2-a]pyridine-2-carboxylic acid

HRID 2363746Notes

Reaction equation

HRID 2363746 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]([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:2]1.CC(C)(OC(NC1N=C(C2C=CC3N(C=C(C(O)=O)N=3)C=2)C=CC=1)=O)C>>[S:1]1[CH:5]=[CH:4][C:3]([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: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 44136336Ethyl 6-(thiophen-3-yl)imidazo[1,2-a]pyridine-2-carboxylate

Product 1

HCID 441250786-(Thiophen-3-yl)imidazo[1,2-a]pyridine-2-carboxylic acidYield 89.9%

Procedure

310 mg of ethyl 6-(thiophen-3-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 250 mg of 6-(thiophen-3-yl)imidazo[1,2-a]pyridine-2-carboxylic acid.

Sources & evidence

ORD record
ord-bd36a647dd1a431885559a9377c502af
Source dataset
uspto-grants-2014_04
Patent number
US08691990B2

Reaction notes

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