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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2296944Generated: October 30, 2026

Diisopropylethylamine → HCID 10273664, compound

https://huagongshe.com/reaction/2296944

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Pyridinecarbonyl chloride, hydrochloride (1:1)HCID 88438—
Reactant2-(4-amino-phenyl)-3-cyclopentyl-N-thiazol-2-yl-propionamideHCID 9948802—
SolventTetrahydrofuranHCID 8028—
ProductHCID 10273664HCID 1027366470%

Reaction Conditions

Temperature25 °C

Reaction Steps

A solution of 2-(4-amino-phenyl)-3-cyclopentyl-N-thiazol-2-yl-propionamide (prepared in Example 3, 63.0 mg, 0.20 mmol) in tetrahydrofuran (10 mL) was treated with N,N-diisopropylethylamine (0.082 mL, 0.48 mmol) and nicotinoyl chloride hydrochloride (35.6 mg, 0.20 mmol). The reaction mixture was stirred at 25° C. for 24 h. At this time, the reaction was concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 230-400 mesh, 90/10 ethyl acetate/methanol) afforded N-{4-[2-cyclopentyl-1-(thiazol-2-ylcarbamoyl)-ethyl]-phenyl}-nicotinamide (58.9 mg, 70%) as a white solid: mp 240-242° C.; EI-HRMS m/e calcd for C23H24N4O2S (M+) 420.1619, found 420.1625.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06489485B2
Source datasetuspto-grants-2002_12
ORD IDord-63aaad17bdc34701b700ef6b04f65be0
Source noteuspto-grants-2002_12