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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1927519Generated: November 4, 2026

Cyclopentylamine → 4-Chloro-2-(2-cyclopentylamino-acetylamino)-6-methyl-10,10-dioxo-10,11-dihydro-5-oxa-10lambda*6*-thia-dibenzo[a,d]cycloheptene-8-carboxylic acid methyl ester

https://huagongshe.com/reaction/1927519

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopentylamineHCID 2906—
Reactant4-Chloro-2-(2-chloro-acetylamino)-6-methyl-10,10-dioxo-10,11-dihydro-5-oxa-10lambda*6*-thia-dibenzo[a,d]cycloheptene-8-carboxylic acid methyl esterHCID 11633641—
SolventDimethylformamideHCID 6228—
Product4-Chloro-2-(2-cyclopentylamino-acetylamino)-6-methyl-10,10-dioxo-10,11-dihydro-5-oxa-10lambda*6*-thia-dibenzo[a,d]cycloheptene-8-carboxylic acid methyl esterHCID 131728500—

Reaction Steps

Cyclopentyl amine (0.27 ml, 2.7 mmol) was added to a solution of Example 133 (0.4 g, 0.9 mmol) in DMF (10 mL). The reaction mixture was processed as described in the synthesis of Example 139k to obtain the title compound. Yield: 0.37 g, (83%); 1H NMR (CDCl3): δ 1.38 (m, 2H, CH2), 1.72 (m, 4H, 2CH2), 1.87 (m, 2H, CH2), 2.7 (s, 3H, CH3), 2.96 (s, 1H, NH), 3.15 (m, 1H, CH), 3.38 (s, 2H, CH2), 3.92 (s, 3H, OCH3), 4.7 (s, 2H, CH2), 7.57 (s, 1H, Ar), 7.83 (s, 1H, Ar), 8.1 (s, 1H, Ar), 8.45 (s, 1H, Ar), 9.64 (s, 1H, NH); MS: m/e (ES+) 493 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183234B2
Source datasetuspto-grants-2012_05
ORD IDord-ee4e5e189447441fa4c837a3903f451d
Source noteuspto-grants-2012_05