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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 30282Generated: October 29, 2026

Triethylamine → 3b,4,6,7,7a,8-Hexahydro-1-thia-5-aza-cyclopenta[alpha]indene-5-carboxylic acid ethyl ester

https://huagongshe.com/reaction/30282

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl chloroformateHCID 10928—
Reactant4,5,6,7,7a,8-Hexahydro-3bH-1-thia-5-aza-cyclopenta[alpha]indeneHCID 68902421—
SolventDichloromethaneHCID 6344—
Product3b,4,6,7,7a,8-Hexahydro-1-thia-5-aza-cyclopenta[alpha]indene-5-carboxylic acid ethyl esterHCID 5978944573%

Reaction Conditions

Temperature22 °C

Reaction Steps

A 0° C. solution of product from Example 29, step h) (885 mg, 4.1 mmol) in CH2Cl2 (20 ml) was treated with triethylamine (1.71 ml, 12.3 mmol) and ethyl chloroformate (472 μl, 4.92 mmol) and the reaction was warmed to 22° C. Next, the reaction mixture was diluted with CH2Cl2 (20 ml) and washed with brine (25 ml). The organic layer was dried (MgSO4) and the solvent evaporated in vacuo to give the crude product that was purified by silica-gel chromatography (hexanes:EtOAc-50:50) to give 748 mg (73%) of the subtitle compound. MS calculated for C13H17NO2S+H 252, observed 252.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07423056B2
Source datasetuspto-grants-2008_09
ORD IDord-ce5fa0a51bd848e082a0d21f07bd19e2
Source noteuspto-grants-2008_09