Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1874468Generated: October 27, 2026

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

https://huagongshe.com/reaction/1874468

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantThionyl ChlorideHCID 24386—
Reactant4-Chloro-1-methyl-1H-pyrazole-3-carboxylic acidHCID 594685—
ReactantN-[6-(3-amino-4-methylphenoxy)[1,2,4]triazolo[1,5-a]pyridin-2-yl]cyclopropanecarboxamideHCID 57749401—
CatalystDimethylformamideHCID 6228—
SolventDimethylacetamideHCID 31374—
Product4-chloro-N-[5-({2-[(cyclopropylcarbonyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}oxy)-2-methylphenyl]-1-methyl-1H-pyrazole-3-carboxamideHCID 5774909872%

Reaction Steps

In the same manner as in Example 55 and using 4-chloro-1-methyl-1H-pyrazole-3-carboxylic acid (83.0 mg, 0.519 mmol), tetrahydrofuran (5 mL), thionyl chloride (89.0 μL, 1.02 mmol), N,N-dimethylformamide (2 drops), N-[6-(3-amino-4-methylphenoxy)[1,2,4]triazolo[1,5-a]pyridin-2-yl]cyclopropanecarboxamide (150 mg, 0.464 mmol) and N,N-dimethylacetamide (6 mL) as starting materials, the title compound (155 mg, 72%) was obtained as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304557B2
Source datasetuspto-grants-2012_11
ORD IDord-8ff26c8eebfd4e679af527566b087186
Source noteuspto-grants-2012_11