2-Methoxyethanol → 5-isopropoxy-7-(2-methoxyethoxy)quinazolin-4(3H)-one

HRID 749194Notes

Reaction equation

HRID 749194 reaction equation
F[C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:12])[NH:7][CH:8]=[N:9]2)=[C:4]([O:13][CH:14]([CH3:16])[CH3:15])[CH:3]=1.[CH3:17][O:18][CH2:19][CH2:20][OH:21]>>[CH:14]([O:13][C:4]1[CH:3]=[C:2]([O:21][CH2:20][CH2:19][O:18][CH3:17])[CH:11]=[C:10]2[C:5]=1[C:6](=[O:12])[NH:7][CH:8]=[N:9]2)([CH3:16])[CH3:15]

Participants

3

Reactant 2

HCID 80192-MethoxyethanolHCID 1362314007-Fluoro-5-isopropoxy-3,4-dihydroquinazolin-4-one

Product 1

HCID 1363519545-isopropoxy-7-(2-methoxyethoxy)quinazolin-4(3H)-oneYield 28%

Conditions

Temperature
120 °C

Procedure

An analogous reaction to that described in example 137b, but starting with 7-fluoro-5-isopropoxyquinazolin-4(3H)-one (444 mg, 2 mmol) and 2-methoxyethanol (0.32 ml, 4.06 mmol) and heating at 120° C. for 1.5 hours yielded 5-isopropoxy-7-(2-methoxyethoxy)quinazolin-4(3H)-one (155 mg, 28% yield) as a beige solid:

Workup

  1. customAn analogous reaction to

Sources & evidence

ORD record
ord-f35f3f79f0dd45b1aecbaba59075073f
Source dataset
uspto-grants-2008_07
Patent number
US07402585B2

Reaction notes

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