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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1695276Generated: October 31, 2026

HCID 131728508, compound → 2-Amino-4-chloro-6-methyl-10-oxo-10,11-dihydro-5-oxa-10lambda*4*-thia-dibenzo[a,d]cycloheptene-8-carboxylic acid methyl ester

https://huagongshe.com/reaction/1695276

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 131728508HCID 131728508—
CatalystNickelHCID 935—
SolventDimethylformamideHCID 6228—
Product2-Amino-4-chloro-6-methyl-10-oxo-10,11-dihydro-5-oxa-10lambda*4*-thia-dibenzo[a,d]cycloheptene-8-carboxylic acid methyl esterHCID 131728507—

Reaction Steps

The solution of compound of Example 15c (3.7 g, 9.7 mmol) in DMF(100 mL) was added to a suspension of activated Raney Nickel (3.7 g) in DMF (10 mL) and was subjected to hydrogenation at 50 psi pressure at 25° C. for 6 h. The reaction mixture was filtered using celite bed and the solvent was removed. The crude product obtained was purified by column chromatography (silica gel, methanol/chloroform) to obtain the title compound. Yield: 2.5 g, (74%); 1H NMR (DMSO-d6, 300 MHz): δ 2.56 (s, 3H, CH3), 3.84 (s, 3H, OCH3), 4.61 (q, 2H, CH2), 5.5 (s, 2H, NH2), 6.61 (s, 2H, Ar), 7.97 (s, 1H, Ar); MS: m/e (El) 351 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163730B2
Source datasetuspto-grants-2012_04
ORD IDord-69d6883c9dbb423188aa2c1af18a5e41
Source noteuspto-grants-2012_04