4-amino-N-isopropylbenzamide → 4-(6-Bromo-7-methoxyquinazolin-2-ylamino)-N-isopropylbenzamide

HRID 2079644Notes

Reaction equation

[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[N:8]=[C:7](Cl)[N:6]=[CH:5]2.[NH2:15][C:16]1[CH:27]=[CH:26][C:19]([C:20]([NH:22][CH:23]([CH3:25])[CH3:24])=[O:21])=[CH:18][CH:17]=1>C(O)(C)C.C(OCC)(=O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[N:8]=[C:7]([NH:15][C:16]1[CH:27]=[CH:26][C:19]([C:20]([NH:22][CH:23]([CH3:24])[CH3:25])=[O:21])=[CH:18][CH:17]=1)[N:6]=[CH:5]2

Participants

Conditions

Temperature: 100 °C

Procedure

To a 0.25M suspension of 6-bromo-2-chloro-7-methoxyquinazoline in isopropanol was added 4-amino-N-isopropylbenzamide (1.0 eq). The reaction mixture was heated to 100° C. in an oil bath for 14 h. Reaction mixture was diluted with ethyl acetate and filtered to collect desired product. ES/MS m/z 415/417 (MH+).

Workup

customReaction mixture
filtrationfiltered
customto collect desired product

Sources & evidence

ORD record: ord-701180ebf96a4176abce7734efc0b38a
Source dataset: uspto-grants-2011_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07932262B2

Reaction notes

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