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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 237323Generated: October 30, 2026

Hydrochloric Acid → HCID 58101291, compound

https://huagongshe.com/reaction/237323

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriethylamineHCID 8471—
Reactant1-Propanesulfonyl chlorideHCID 66279—
ReactantHCID 58101268HCID 58101268—
SolventPyridineHCID 1049—
SolventDichloromethaneHCID 6344—
ProductHCID 58101291HCID 58101291—

Reaction Steps

tert-Butyl 9-(2-aminoethyl)-1-[1-(4-chlorophenyl)cyclobutyl]-1,3,4,9-tetrahydro-2H-b-carboline-2-carboxylate (90 mg, 0.187 mmol) was dissolved in pyridine (2 mL). Triethylamine (38 mg, 0.375 mmol) followed by propane-1-sulfonyl chloride (40 mg, 0.280 mmol) were added. The reaction mixture was stirred over night. The solvent was evaporated in vacuo. The residue was treated with dichloromethane (10 mL) and washed successively with saturated ammonium chloride solution (2×10 mL) and water (10 mL). The organic layer was dried (MgSO4) and concentrated in vacuo. The crude intermediate was purified by flash chromatography (silica, dichloromethane, methanol). The obtained compound (58 mg, 0.099 mmol) was dissolved in dichloromethane (2 mL) and excess 5M isopropanolic hydrochloric acid was added. The reaction mixture was stirred over night at room temperature. The solvent was evaporated in vacuo. Yield: 35 mg (0.067 mmol, 68%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642587B2
Source datasetuspto-grants-2014_02
ORD IDord-da3174adcf974b1bb9fda1020fb08a81
Source noteuspto-grants-2014_02