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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1811138Generated: November 3, 2026

4-Bromobutyryl chloride → HCID 66606703, compound

https://huagongshe.com/reaction/1811138

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Bromobutyryl chlorideHCID 70225—
Reactant2-(aminomethyl)-5-bromo-2,3,4,9-tetrahydro-1H-carbazole-8-carboxamideHCID 66605947—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66606703HCID 6660670342.1%

Reaction Steps

Step 4 A suspension of 2-(aminomethyl)-5-bromo-2,3,4,9-tetrahydro-1H-carbazole-8-carboxamide (130 mg, 0.403 mmol) and TEA (0.067 mL, 0.484 mmol) in THF (2 mL) was treated with 4-bromobutanoyl chloride (74.8 mg, 0.403 mmol). The mixture was stirred at rt for 20 min, diluted with DCM, washed with NaHCO3 (aq), dried and concentrated. The residue was purified by column chromatography (eluting with EtOAc) to provide 5-bromo-2-((4-bromobutanamido)methyl)-2,3,4,9-tetrahydro-1H-carbazole-8-carboxamide as a white solid (80 mg, 42%). Mass spectrum m/z 470, 472, 474 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362065B2
Source datasetuspto-grants-2013_01
ORD IDord-0fe9f55b84b841b89b5eee4791638b71
Source noteuspto-grants-2013_01