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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethyl 1-aminocyclopropane-1-carboxylate hydrochloride | HCID 386203 | — |
| Reactant | (2-Amino-4,5-dimethylthiophen-3-yl)(4-chlorophenyl)methanone | HCID 719710 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 5'-(4-chlorophenyl)-6',7'-dimethylspiro[cyclopropane-1,3'-thieno[2,3-e][1,4]diazepin]-2'(1'H)-one | HCID 136338066 | 17.7% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09249161B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-bb695b70277b460e98e10778882911f9 |
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| Source note | uspto-grants-2016_02 |
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