Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1874502Generated: October 26, 2026

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

https://huagongshe.com/reaction/1874502

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantThionyl ChlorideHCID 24386—
Reactant1-Ethyl-3-methyl-1H-pyrazole-4-carboxylic acidHCID 1075881—
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]-1-ethyl-3-methyl-1H-pyrazole-4-carboxamideHCID 5774913043%

Reaction Steps

In the same manner as in Example 55 and using 1-ethyl-3-methyl-1H-pyrazole-4-carboxylic acid (56.5 mg, 0.366 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 (68.0 mg, 43%) was obtained as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304557B2
Source datasetuspto-grants-2012_11
ORD IDord-ee7b4d944bc44b6d9564fb457e1f4ad7
Source noteuspto-grants-2012_11