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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1042258Generated: November 2, 2026

Ammonia methanol → 4-(8-Amino-7-methylquinazolin-4-ylamino)benzonitrile

https://huagongshe.com/reaction/1042258

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonia methanolHCID 21705897—
Reactant4-(6-Bromo-7-methyl-8-nitroquinazolin-4-ylamino)benzonitrileHCID 68726911—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product4-(8-Amino-7-methylquinazolin-4-ylamino)benzonitrileHCID 6872534383.1%

Reaction Steps

A mixture of 4-(6-bromo-7-methyl-8-nitroquinazolin-4-ylamino)benzonitrile (400 mg, 1.04 mmol) and Pd/C (10%˜30 mg) in EtOH (20 mL) was stirred under H2 gas (1 atm) overnight. 30 mL of NH3/MeOH (2 M) was added and the mixture was filtered through celite and washed with MeOH/DCM (˜1:1). After removal of solvent the product was purified by flash chromatography eluting with MeOH/DCM (1-5%) to give 4-(8-amino-7-methylquinazolin-4-ylamino)benzonitrile (238 mg, 83%). MS (ESI, pos. ion) m/z: 276 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08557830B2
Source datasetuspto-grants-2013_10
ORD IDord-ac3dab39775a42409fc7d0c0a41eccf2
Source noteuspto-grants-2013_10