HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia methanol → 4-(8-Amino-7-methylquinazolin-4-ylamino)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia methanol | HCID 21705897 | — |
| Reactant | 4-(6-Bromo-7-methyl-8-nitroquinazolin-4-ylamino)benzonitrile | HCID 68726911 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-(8-Amino-7-methylquinazolin-4-ylamino)benzonitrile | HCID 68725343 | 83.1% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08557830B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-ac3dab39775a42409fc7d0c0a41eccf2 |
| Source note | uspto-grants-2013_10 |