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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206159Generated: November 1, 2026

Ethanolamine → 4-(1-cyclopentyl-4-methoxy-1H-pyrazolo[4,3-c]pyridin-3-yl)-N-(2-hydroxyethyl)thiophene-2-carboxamide

https://huagongshe.com/reaction/2206159

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolamineHCID 700—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant4-(1-cyclopentyl-4-methoxy-1H-pyrazolo[4,3-c]pyridin-3-yl)thiophene-2-carboxylic acidHCID 117988076—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product4-(1-cyclopentyl-4-methoxy-1H-pyrazolo[4,3-c]pyridin-3-yl)-N-(2-hydroxyethyl)thiophene-2-carboxamideHCID 117988203—

Reaction Steps

A solution of 4-(1-cyclopentyl-4-methoxy-1H-pyrazolo[4,3-c]pyridin-3-yl)thiophene-2-carboxylic acid (90.0 mg) obtained in Step A of Example 155, 2-aminoethanol (0.024 mL), EDCI hydrochloride (75.0 mg) and HOBt (53.1 mg) in DMF (10 mL) was stirred overnight at room temperature. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed successively with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (67.3 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371320B2
Source datasetuspto-grants-2016_06
ORD IDord-add3a7033d27465096d6a7b316845a44
Source noteuspto-grants-2016_06