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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1874491Generated: October 26, 2026

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

https://huagongshe.com/reaction/1874491

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantThionyl ChlorideHCID 24386—
Reactant2-methyl-5-(trifluoromethyl)-1,3-oxazole-4-carboxylic AcidHCID 2775651—
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-methyl-5-(trifluoromethyl)-1,3-oxazole-4-carboxamideHCID 5774937948.1%

Reaction Steps

In the same manner as in Example 55 and using 2-methyl-5-(trifluoromethyl)-1,3-oxazole-4-carboxylic acid (110 mg, 0.564 mmol), tetrahydrofuran (5 mL), thionyl chloride (97.2 μL, 1.12 mmol), N,N-dimethylformamide (2 drops), N-[6-(3-amino-4-chlorophenoxy)[1,2,4]triazolo[1,5-a]pyridin-2-yl]cyclopropanecarboxamide (170 mg, 0.495 mmol) and N,N-dimethylacetamide (6 mL) as starting materials, the title compound (124 mg, 48%) was obtained as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304557B2
Source datasetuspto-grants-2012_11
ORD IDord-993ed4cdaa024266a178efdefbb844e3
Source noteuspto-grants-2012_11