7-(Benzyloxy)-4-chloro-6-methoxyquinazoline hydrochloride → 7-Benzyloxy-6-methoxy-4-phenoxyquinazoline

HRID 1737477Notes

Reaction equation

Cl.[CH2:2]([O:9][C:10]1[CH:19]=[C:18]2[C:13]([C:14](Cl)=[N:15][CH:16]=[N:17]2)=[CH:12][C:11]=1[O:21][CH3:22])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>O>[CH2:2]([O:9][C:10]1[CH:19]=[C:18]2[C:13]([C:14]([O:9][C:10]3[CH:19]=[CH:18][CH:13]=[CH:12][CH:11]=3)=[N:15][CH:16]=[N:17]2)=[CH:12][C:11]=1[O:21][CH3:22])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

Conditions

Temperature: 110 °C

Procedure

7-Benzyloxy-4-chloro-6-methoxyquinazoline hydrochloride (1.6 g, 4.7 mmol), (prepared as described for the starting material in Example 1), was then added and the reaction mixture heated at 110° C. for 2 hours. The mixture was allowed to cool, water was added and the mixture extracted with ethyl acetate (3×100 ml). The combined extracts were then washed with 2M sodium hydroxide solution, water and brine. Removal of the solvent under reduced pressure gave 7-benzyloxy-6-methoxy-4-phenoxyquinazoline (1.6 g, 95%) as a yellowish solid.

Workup

additionwas then added
temperatureto cool
extractionthe mixture extracted with ethyl acetate (3×100 ml)
washThe combined extracts were then washed with 2M sodium hydroxide solution, water and brine
customRemoval of the solvent under reduced pressure

Sources & evidence

ORD record: ord-1fdb6890c9df46f3b146593741213f7f
Source dataset: uspto-grants-1999_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05962458

Reaction notes

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