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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 567106Generated: October 30, 2026

Hydrochloric Acid → HCID 21264424, compound

https://huagongshe.com/reaction/567106

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriethylamineHCID 8471—
Reactant4-Methyloxybenzyl chlorideHCID 69993—
Reactant4-(4-Chlorophenyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridineHCID 2739269—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
ProductHCID 21264424HCID 2126442467.3%

Reaction Steps

4-(4-Chlorophenyl)-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine (0.10 g, 0.38 mmol) was dissolved in N,N-dimethylformamide (0.5 ml) and triethylamine (110 μl, 0.76 mmol) and 4-methoxybenzyl chloride (51 μl, 0.38 mmol) were added and the resulting mixture was shaken at 1000 rpm for 3 days. Water (2 ml) was added and the mixture was extracted with ethyl acetate (2×1 ml). The combined organic extracts were concentrated in vacuo. The residue was purified by preparative thin layer chromatography eluting with a mixture of ethyl acetate and heptane (1:4) to afford the free base. This was dissolved in diethyl ether and 1N HCl in diethyl ether was added drop wise to complete precipitation to afford 52 mg (34%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06177443B1
Source datasetuspto-grants-2001_01
ORD IDord-80b4e8ebef6e45d282e5e1e7b04fdbbc
Source noteuspto-grants-2001_01