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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 23672Generated: October 29, 2026

1-(3-Indolyl)-2-(methylamino)ethanol → HCID 10239708, compound

https://huagongshe.com/reaction/23672

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(3-Indolyl)-2-(methylamino)ethanolHCID 34319—
ReactantDiisopropylethylamineHCID 81531—
ReactantN-(4-chlorobenzyl)-2-(chloromethyl)-3,4-dimethyl-7-oxo-4,7-dihydrothieno[3,2-b]pyridine-6-carboxamideHCID 22574363—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 10239708HCID 1023970881.6%

Reaction Steps

A mixture of N-(4-chlorobenzyl)-2-(chloromethyl)-3,4-dimethyl-7-oxo-4,7-dihydrothieno[3,2-b]pyridine-6-carboxamide (100 mg, 0.25 mmol), 1-(1H-indol-3-yl)-2-(methylamino)ethanol (Khim.-Farm. Zh. 1970, 4, 5-9)(73 mg, 0.38 mmol) and diisopropylethylamine (67 μL, 0.38 mmol) in dry DMF (5.0 mL) was stirred for 48 hours at room temperature. The solution was diluted with water (15 mL). The resulting milky suspension was stirred vigorously for 30 minutes, and then left standing overnight at room temp. The mixture was filtered, and the collected solid was washed with water and dried in vacuo, leaving a white solid. Recrystallization from acetonitrile (10 mL, dissolved with warming and then cooled to 0° C. overnight) gave the title compound (112 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06852731B2
Source datasetuspto-grants-2005_02
ORD IDord-68e08c0fbe734fab99b2bd218a1c1aba
Source noteuspto-grants-2005_02