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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1085129Generated: October 30, 2026

O-Phenylenediamine → 2,3-Dihydro-4-[2-(2-methylimidazo[4,5-c]pyrid-1-yl)pyrid-5-yl]-1H-[1,5]benzodiazepin-2-one

https://huagongshe.com/reaction/1085129

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-PhenylenediamineHCID 7243—
ReactantEthyl 2-(2-methylimidazo[4,5-c]pyrid-1-yl)pyrid-5-oylacetateHCID 54245582—
Product2,3-Dihydro-4-[2-(2-methylimidazo[4,5-c]pyrid-1-yl)pyrid-5-yl]-1H-[1,5]benzodiazepin-2-oneHCID 2006101614.3%

Reaction Steps

The procedure of Example 1 was followed using 1,2-diaminobenzene (86 mg, 0.76 mmol) and ethyl 2-(2-methylimidazo[4,5-c]pyrid-1-yl)pyrid-5-oylacetate (260 mg, 0.80 mmol). The crude product was purified by flash chromatography (eluting with ethyl acetate/methanol =6:1), followed by recrystallisation from acetone to give the title compound (40 mg, 14%) as a buff solid, m.p. 208°-210° C..

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05008263
Source datasetuspto-grants-1991_04
ORD IDord-9da3c3e866134fd3a5229327fbad55e8
Source noteuspto-grants-1991_04