Benzenamine, 3-ethynyl- → 4-((3-Ethynylphenyl)amino)-7-methoxyquinazolin-6-yl acetate

HRID 712404Notes

Reaction equation

[C:1]([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:14]=1[O:15][CH3:16])[N:11]=[CH:10][N:9]=[C:8]2Cl)(=[O:3])[CH3:2].[C:18]([C:20]1[CH:21]=[C:22]([CH:24]=[CH:25][CH:26]=1)[NH2:23])#[CH:19]>C(O)(C)C>[C:1]([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:14]=1[O:15][CH3:16])[N:11]=[CH:10][N:9]=[C:8]2[NH:23][C:22]1[CH:24]=[CH:25][CH:26]=[C:20]([C:18]#[CH:19])[CH:21]=1)(=[O:3])[CH3:2]

Participants

Conditions

Temperature: 83 °C

Procedure

A suspension of 4-chloro-7-methoxyquinazolin-6-yl acetate (4.31 g), 3-ethynylaniline (3.00 g) and isopropanol (65 mL) was stirred at 83° C. overnight. The reaction mixture was cooled to room temperature and filtered, the residue was washed with 100 mL of isopropanol and dried to afford the desired compound as a solid (4.89 g, 85.90%)

Workup

temperatureThe reaction mixture was cooled to room temperature
filtrationfiltered
washthe residue was washed with 100 mL of isopropanol
customdried

Sources & evidence

ORD record: ord-500e494b77904a5397bda1bec6c345b3
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09181277B2

Reaction notes

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