HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloro-N,N-dimethylquinazolin-4-amine → Biphenyl-4-carboxylic acid {4-[(4-dimethylamino-quinazolin-2-ylamino)-methyl]-phenyl}-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloro-N,N-dimethylquinazolin-4-amine | HCID 12684342 | — |
| Reactant | HCID 86610878 | HCID 86610878 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | Biphenyl-4-carboxylic acid {4-[(4-dimethylamino-quinazolin-2-ylamino)-methyl]-phenyl}-amide | HCID 57716366 | 15.1% |
Reaction Steps
A mixture of (2-chloro-quinazolin-4-yl)-dimethyl-amine obtained in step B of example 1 (42 mg, 0.2 mmol) and biphenyl-4-carboxylic acid (4-aminomethyl-phenyl)-amide hydrochloride (49 mg, 0.14 mmol) in 2-propanol (1 mL) and triethylamine (200 μL) was stirred at reflux for 2 days. The resulting mixture was concentrated and purified by column chromatography (silica gel, CH2Cl2 to 10% 2 M NH3/MeOH in CH2Cl2) to give biphenyl-4-carboxylic acid {4-[(4-dimethylamino-quinazolin-2-ylamino)-methyl]-phenyl}-amide (10 mg, 15%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07544690B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-6adeaad2532f477097a2c5eb2a855fde |
| Source note | uspto-grants-2009_06 |