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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1356259Generated: October 31, 2026

Hydrochloric Acid → HCID 22396559, compound

https://huagongshe.com/reaction/1356259

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTrifluoroacetic acidHCID 6422—
ReactantHCID 22396713HCID 22396713—
SolventDiethyl EtherHCID 3283—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductHCID 22396559HCID 2239655995%

Reaction Steps

tert-Butyl 6-[2-(dimethylamino)-2-oxoethyl]-1,4,5, 6-tetrahydroazepino[4,5-b]indole-3(2H)-carboxylate (0.113 g, 0.305 mmol) was dissolved in CH2Cl2 (3 mL) at rt. CF3CO2H (1 mL) was added and the reaction mixture was stirred for 40 min. The reaction mixture was concentrated to give a crude product (0.145 g). The crude product was dissolved in EtOAc (3 mL), then 1 N HCl in Et2O (6 mL) was added and the precipitated salt was collected by filtration. N,N-Dimethyl-2-(2,3,4,5-tetrahydroazepino[4,5-b]indol-6(1H)-yl)acetamide hydrochloride (0.0896 g) was obtained in 95% yield. 1H NMR (300 MHz, CD3OD) δ 2.99, 3.14-3.17, 3.21-3.24, 3.26, 3.47-3.50, 5.16, 7.08, 7.15, 7.30, 7.50; MS (ESI+) for C16H21N3O m/z 272.2 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06586421B2
Source datasetuspto-grants-2003_07
ORD IDord-c897351b994f476e8f1b487cc85912e7
Source noteuspto-grants-2003_07