O-Xylene → 5-Allyl-4-(3-bromo-phenylamino)-7-methoxy-quinazolin-6-ol
Reaction equation
C([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:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([Br:24])[CH:19]=1)C=C.[CH3:25][C:26]1C=CC=C[C:31]=1C>>[CH2:31]([C:6]1[C:5]([OH:4])=[C:14]([O:15][CH3:16])[CH:13]=[C:12]2[C:7]=1[C:8]([NH:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([Br:24])[CH:19]=1)=[N:9][CH:10]=[N:11]2)[CH:26]=[CH2:25]Participants
3
Procedure
A solution of (6-allyloxy-7-methoxy-quinazolin-4-yl)-(3-bromo-phenyl)-amine (0.54 g, 1.39 mmol) (from Example 17, Step C, supra) in o-xylene (75 mL) was heated at 150° C. for 4.5 hours, during which time TLC analysis indicated almost complete consumption of the starting material and the formation of desired product as the major spot. The solution was concentrated and filtered. The solid was collected and dried in vacuo to give the desired 5-allyl-4-(3-bromo-phenylamino)-7-methoxy-quinazolin-6-ol as an off white solid. (Yield 0.33 g, 61%).
Workup
- customconsumption of the starting material
- concentration