4-Methylbenzoyl Chloride → N-[2-(6,7-Dimethoxyquinazolin-4-ylamino)benzothiazol-6-yl]-4-methylbenzamide

HRID 2108905Notes

Reaction equation

HRID 2108905 reaction equation
[C:1]1([CH3:10])[CH:6]=[CH:5][C:4]([C:7](Cl)=[O:8])=[CH:3][CH:2]=1.[CH3:11][O:12][C:13]1[CH:14]=[C:15]2[C:20](=[CH:21][C:22]=1[O:23][CH3:24])[N:19]=[CH:18][N:17]=[C:16]2[NH:25][C:26]1[S:27][C:28]2[CH:34]=[C:33]([NH2:35])[CH:32]=[CH:31][C:29]=2[N:30]=1>>[CH3:11][O:12][C:13]1[CH:14]=[C:15]2[C:20](=[CH:21][C:22]=1[O:23][CH3:24])[N:19]=[CH:18][N:17]=[C:16]2[NH:25][C:26]1[S:27][C:28]2[CH:34]=[C:33]([NH:35][C:7](=[O:8])[C:4]3[CH:5]=[CH:6][C:1]([CH3:10])=[CH:2][CH:3]=3)[CH:32]=[CH:31][C:29]=2[N:30]=1

Participants

3

Reactant 2

HCID 134054-Methylbenzoyl ChlorideHCID 86248039N2-(6,7-dimethoxyquinazolin-4-yl)benzothiazole-2,6-diamine

Product 1

HCID 11641366N-[2-(6,7-Dimethoxyquinazolin-4-ylamino)benzothiazol-6-yl]-4-methylbenzamide

Procedure

N-[2-(6,7-Dimethoxyquinazolin-4-ylamino)benzothiazol-6-yl]-4-methylbenzamide was prepared from p-toluoyl chloride (17.5 mg, 0.113 mmol) and N2-(6,7-dimethoxyquinazolin-4-yl)benzothiazole-2,6-diamine (40 mg, 0.113 mmol) according to GP 2 (yellowish solid, 44 mg, 93 μmol, 82%). LC/ESI-MS: m/z=472 [M+H]+; m/z=470 [M−H]−; R′, =3.32 min.

Workup

  1. custom=3.32 min.

Sources & evidence

ORD record
ord-c7738b7dbc1f4bc49e9a8cdbf5f2d0f7
Source dataset
uspto-grants-2009_04
Patent number
US07514460B2

Reaction notes

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