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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 17607Generated: October 29, 2026

Ethanol → 2-Cyclopropyl-7-[2-(dimethylamino)ethyl]-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile

https://huagongshe.com/reaction/17607

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant2-(4-Cyano-2-cyclopropyl-5-methyl-6-phenyl-1,3-benzoxazol-7-yl)-N,N-dimethylethanethioamideHCID 86630882—
CatalystNickelHCID 935—
SolventTetrahydrofuranHCID 8028—
Product2-Cyclopropyl-7-[2-(dimethylamino)ethyl]-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrileHCID 6858591947%

Reaction Conditions

Temperature50 °C

Reaction Steps

Raney nickel (corresponding to 0.2 ml) was added to an ethanol (1 ml)/tetrahydrofuran (1 ml) solution of 2-(4-cyano-2-cyclopropyl-5-methyl-6-phenyl-1,3-benzoxazol-7-yl)-N,N-dimethylethanethioamide (I-314) (14.0 mg, 0.037 mmol), followed by stirring in an oil bath at 50° C. for 5 hours. The reaction liquid was filtered, the filtrate was concentrated, and the resulting residue was purified by preparative TLC (eluent, chloroform:methanol=10:1, v/v) to obtain the entitled compound (6.00 mg, 47%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07737166B2
Source datasetuspto-grants-2010_06
ORD IDord-52b3350bcc5c486388cb12429730f8aa
Source noteuspto-grants-2010_06