7-Benzyloxy-4-(4-bromo-2,6-difluoroanilino)-6-methoxyquinazoline → 4-(4-Bromo-2,6-difluoroanilino)-7-hydroxy-6-methoxyquinazoline

HRID 577385Notes

Reaction equation

HRID 577385 reaction equation
C([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13]([NH:19][C:20]3[C:25]([F:26])=[CH:24][C:23]([Br:27])=[CH:22][C:21]=3[F:28])=[N:14][CH:15]=[N:16]2)=[CH:11][C:10]=1[O:29][CH3:30])C1C=CC=CC=1>C(O)(C(F)(F)F)=O>[Br:27][C:23]1[CH:22]=[C:21]([F:28])[C:20]([NH:19][C:13]2[C:12]3[C:17](=[CH:18][C:9]([OH:8])=[C:10]([O:29][CH3:30])[CH:11]=3)[N:16]=[CH:15][N:14]=2)=[C:25]([F:26])[CH:24]=1

Participants

3

Reactant 1

HCID 107906057-Benzyloxy-4-(4-bromo-2,6-difluoroanilino)-6-methoxyquinazoline

Product 1

HCID 1354935444-(4-Bromo-2,6-difluoroanilino)-7-hydroxy-6-methoxyquinazolineYield 98%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Using an analogous procedure to that described for the synthesis of the starting material in Example 8, 7-benzyloxy-4-(4-bromo-2,6-difluoroanilino)-6-methoxyquinazoline (1.9 g, 4.02 mmol) was reacted with TFA (20 ml) to give 4-(4-bromo-2,6-difluoroanilino)-7-hydroxy-6-methoxyquinazoline (1.5 g, 98%).

Sources & evidence

ORD record
ord-6fca37e3018347fcb079c346423d6153
Source dataset
uspto-grants-2015_05
Patent number
US09040548B2

Reaction notes

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