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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1772351Generated: November 4, 2026

Ethyl 1-aminocyclopropane-1-carboxylate hydrochloride → 5'-(4-chlorophenyl)-6',7'-dimethylspiro[cyclopropane-1,3'-thieno[2,3-e][1,4]diazepin]-2'(1'H)-one

https://huagongshe.com/reaction/1772351

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 1-aminocyclopropane-1-carboxylate hydrochlorideHCID 386203—
Reactant(2-Amino-4,5-dimethylthiophen-3-yl)(4-chlorophenyl)methanoneHCID 719710—
SolventPyridineHCID 1049—
Product5'-(4-chlorophenyl)-6',7'-dimethylspiro[cyclopropane-1,3'-thieno[2,3-e][1,4]diazepin]-2'(1'H)-oneHCID 13633806617.7%

Reaction Conditions

Temperature120 °C

Reaction Steps

A microwave vial was charged with (2-amino-4,5-dimethylthiophen-3-yl)(4-chlorophenyl)methanone (1.605 g, 6.04 mmol), ethyl 1-aminocyclo-propanecarboxylate hydrochloride (1 g, 6.04 mmol), and a stir bar. Pyridine (6 mL, 1.0 M) was added, and the mixture was stirred in the microwave at 120° C. for 24 h. The reaction mixture was purified by flash chromatography (hexane/EtOAc) and triturated from DMF with water to give 5′-(4-chlorophenyl)-6′,7′-dimethylspiro[cyclopropane-1,3′-thieno[2,3-e][1,4]diazepin]-2′(1′H)-one as a brown amorphous solid (354 mg). LRMS (M+H)+: 331 m/z.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249161B2
Source datasetuspto-grants-2016_02
ORD IDord-bb695b70277b460e98e10778882911f9
Source noteuspto-grants-2016_02