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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1874406Generated: October 26, 2026

Oxalyl chloride → N-[3-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-2-methyl-2H-tetrazole-5-carboxamide

https://huagongshe.com/reaction/1874406

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
Reactant2-methyl-2H-1,2,3,4-tetrazole-5-carboxylic acidHCID 323194—
Reactant1,3-dimethyl-N-[3-({2-[(trifluoroacetyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-1H-pyrazole-5-carboxamideHCID 57749269—
ReactantN-[6-(3-aminophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamideHCID 57749361—
CatalystDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
SolventDimethylacetamideHCID 31374—
ProductN-[3-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-2-methyl-2H-tetrazole-5-carboxamideHCID 5774920054.2%

Reaction Steps

In the same manner as in Example 7-4 and using a mixture of 1-methyl-1H-tetrazole-5-carboxylic acid (1) and 2-methyl-2H-tetrazole-5-carboxylic acid (2) ((1):(2)≈1:1, 200 mg, 1.56 mmol), oxalyl chloride (141 μL, 1.72 mmol), N-[6-(3-aminophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide (70.0 mg, 0.227 mmol), tetrahydrofuran (10 mL), N,N-dimethylformamide (1 drop) and N,N-dimethylacetamide (3 mL) as starting materials, the title compound (51.5 mg, 54%) was obtained as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304557B2
Source datasetuspto-grants-2012_11
ORD IDord-4578945f6fe04e568cee5385ec49218b
Source noteuspto-grants-2012_11