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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1874464Generated: October 26, 2026

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

https://huagongshe.com/reaction/1874464

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantThionyl ChlorideHCID 24386—
Reactant3-ethyl-1-methyl-1H-pyrazole-5-carboxylic acidHCID 820565—
ReactantN-[6-(3-amino-4-methylphenoxy)[1,2,4]triazolo[1,5-a]pyridin-2-yl]cyclopropanecarboxamideHCID 57749401—
CatalystDimethylformamideHCID 6228—
SolventDimethylacetamideHCID 31374—
ProductN-[5-({2-[(cyclopropylcarbonyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}oxy)-2-methylphenyl]-3-ethyl-1-methyl-1H-pyrazole-5-carboxamideHCID 5774915261%

Reaction Steps

In the same manner as in Example 55 and using 3-ethyl-1-methyl-1H-pyrazole-5-carboxylic acid (98.0 mg, 0.632 mmol), tetrahydrofuran (5 mL), thionyl chloride (109 μL, 1.25 mmol), N,N-dimethylformamide (2 drops), N-[6-(3-amino-4-methylphenoxy)[1,2,4]triazolo[1,5-a]pyridin-2-yl]cyclopropanecarboxamide (185 mg, 0.572 mmol) and N,N-dimethylacetamide (6 mL) as starting materials, the title compound (160 mg, 61%) was obtained as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304557B2
Source datasetuspto-grants-2012_11
ORD IDord-62cb0aa0f3474c79b7ab65e76b843128
Source noteuspto-grants-2012_11