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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1157571Generated: October 25, 2026

2-Thiopheneacetyl chloride → N-{3-[3-(2-chloro-4-pyrimidinyl)-4-fluoropyrazolo[1,5-a]pyridin-2-yl]phenyl}-2-(2-thienyl)acetamide

https://huagongshe.com/reaction/1157571

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Thiopheneacetyl chlorideHCID 162362—
ReactantSodium BicarbonateHCID 516892—
Reactant3-[3-(2-Chloro-4-pyrimidinyl)-4-fluoropyrazolo[1,5-a]pyridin-2-yl]anilineHCID 59511432—
SolventTetrahydrofuranHCID 8028—
ProductN-{3-[3-(2-chloro-4-pyrimidinyl)-4-fluoropyrazolo[1,5-a]pyridin-2-yl]phenyl}-2-(2-thienyl)acetamideHCID 5773716995%

Reaction Steps

To the solution of 3-[3-(2-chloro-4-pyrimidinyl)-4-fluoropyrazolo[1,5-a]pyridin-2-yl]aniline (0.28 g) in THF (15 mL) was added 2-thienylacetyl chloride (0.16 g). The reaction was kept stirring at RT for 0.5 h and worked up with sat. NaHCO3 solution (8 mL). After extraction with EtOAc (2×10 mL), drying with Na2SO4, and concentration, the crude mixture was purified through silica gel column chromatography to afford N-{3-[3-(2-chloro-4-pyrimidinyl)-4-fluoropyrazolo[1,5-a]pyridin-2-yl]phenyl}-2-(2-thienyl)acetamide as a yellow solid (0.36 g, 95%). ES-LC/MS m/z=464 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07807673B2
Source datasetuspto-grants-2010_10
ORD IDord-f9e48320117e4d0eba0db95ca58808a6
Source noteuspto-grants-2010_10