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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1874504Generated: October 26, 2026

Tetrahydrofuran → N-[2-chloro-5-({2-[(cyclopropylcarbonyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}oxy)phenyl]-2,4-dimethyl-1,3-oxazole-5-carboxamide

https://huagongshe.com/reaction/1874504

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantThionyl ChlorideHCID 24386—
ReactantDimethyl-1,3-oxazole-5-carboxylic acidHCID 1132979—
ReactantN-[6-(3-amino-4-chlorophenoxy)[1,2,4]triazolo[1,5-a]pyridin-2-yl]cyclopropanecarboxamideHCID 57749285—
CatalystDimethylformamideHCID 6228—
SolventDimethylacetamideHCID 31374—
ProductN-[2-chloro-5-({2-[(cyclopropylcarbonyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}oxy)phenyl]-2,4-dimethyl-1,3-oxazole-5-carboxamideHCID 5774938363.5%

Reaction Steps

In the same manner as in Example 55 and using 2,4-dimethyl-1,3-oxazole-5-carboxylic acid (51.8 mg, 0.367 mmol), tetrahydrofuran (5 mL), thionyl chloride (63.3 μL, 0.730 mmol), N,N-dimethylformamide (2 drops), N-[6-(3-amino-4-chlorophenoxy)[1,2,4]triazolo[1,5-a]pyridin-2-yl]cyclopropanecarboxamide (114 mg, 0.332 mmol) and N,N-dimethylacetamide (6 mL) as starting materials, the title compound (98.4 mg, 63%) was obtained as a pale-brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304557B2
Source datasetuspto-grants-2012_11
ORD IDord-162b1d3cb7ba4b3fa719e657b1ccd5ea
Source noteuspto-grants-2012_11