Potassium Iodide → 7-(2-Acetamidothiazol-4-ylmethoxy)-4-(3-acetoxy-4-methylanilino)-6-methoxyquinazoline

HRID 279507

Reaction equation

HRID 279507 reaction equation
Cl.[C:2]([O:5][C:6]1[CH:7]=[C:8]([CH:23]=[CH:24][C:25]=1[CH3:26])[NH:9][C:10]1[C:19]2[C:14](=[CH:15][C:16]([OH:22])=[C:17]([O:20][CH3:21])[CH:18]=2)[N:13]=[CH:12][N:11]=1)(=[O:4])[CH3:3].[I-].[K+].[C:29]([NH:32][C:33]1[S:34][CH:35]=[C:36]([CH2:38]Cl)[N:37]=1)(=[O:31])[CH3:30]>>[C:29]([NH:32][C:33]1[S:34][CH:35]=[C:36]([CH2:38][O:22][C:16]2[CH:15]=[C:14]3[C:19]([C:10]([NH:9][C:8]4[CH:23]=[CH:24][C:25]([CH3:26])=[C:6]([O:5][C:2](=[O:4])[CH3:3])[CH:7]=4)=[N:11][CH:12]=[N:13]3)=[CH:18][C:17]=2[O:20][CH3:21])[N:37]=1)(=[O:31])[CH3:30]

Participants

4

Reactant 3

HCID 4875Potassium IodideHCID 819632-Acetamido-4-chloromethylthiazoleHCID 1356711804-(3-Acetoxy-4-methylanilino)-7-hydroxy-6-methoxyquinazoline hydrochloride

Product 1

HCID 226250107-(2-Acetamidothiazol-4-ylmethoxy)-4-(3-acetoxy-4-methylanilino)-6-methoxyquinazolineYield 42%

Procedure

Using an analogous procedure to that described for the starting material in Example 1, 4-(3-acetoxy-4-methylanilino)-7-hydroxy-6-methoxyquinazoline hydrochloride (400 mg) was reacted in the presence of catalytic potassium iodide with 2-acetamido-4-chloromethylthiazole (252 mg) to give 7-(2-acetamidothiazol-4-ylmethoxy)-4-(3-acetoxy-4-methylanilino)-6-methoxyquinazoline (220 mg, 42%).

Sources & evidence

ORD record
ord-f97785c9c2a443aaadecd691e2e6d992
Source dataset
uspto-grants-2002_03
Patent number
US06362336B1

Linked notes

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