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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2301115Generated: October 31, 2026

HCID 18377335, compound → HCID 18377398, compound

https://huagongshe.com/reaction/2301115

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 18377335HCID 18377335—
SolventHydrochloride methanolHCID 21893726—
ProductHCID 18377398HCID 18377398—

Reaction Steps

5-t-Butoxycarbonyl-2-carbamoyl-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine (280 mg, 1.0 mmol) was dissolved in hydrochloric acid methanol solution and stirred at room temperature for 18 hours. By evaporating the solvent from the reaction solution under a reduced pressure, crude 2-carbamoyl-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine was obtained. This compound and triethylamine (0.56 ml, 4.0 mmol) and 2a-(4-bromobutyl)-2a,3,4,5-tetrahydro-1H-benz[cd]indol-2-one (290 mg, 0.95 mmol) were stirred at room temperature for 22 hours in anhydrous N,N-dimethylformamide (15 ml). The reaction solution was mixed with ethyl acetate, washed with water and saturated brine and then dried with anhydrous sodium sulfate. The solvent was removed by evaporation from the organic layer under a reduced pressure, and the thus obtained material was separated and purified by a silica gel column chromatography to obtain 170 mg (0.42 mmol, 44% in yield) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06498251B1
Source datasetuspto-grants-2002_12
ORD IDord-7956a837403a46af80793bc52d5ba6d0
Source noteuspto-grants-2002_12