Methanol → 5-{[1-(2-tert-butoxyethyl)piperidin-4-yl]oxy)-7-methoxyquinazolin-4(3H)-one

HRID 749195

Reaction equation

HRID 749195 reaction equation
[C:1]([O:5][CH2:6][CH2:7][N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[CH:24]=[C:23](F)[CH:22]=[C:21]3[C:16]=2[C:17](=[O:26])[NH:18][CH:19]=[N:20]3)[CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].[CH3:27][OH:28]>>[C:1]([O:5][CH2:6][CH2:7][N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[CH:24]=[C:23]([O:28][CH3:27])[CH:22]=[C:21]3[C:16]=2[C:17](=[O:26])[NH:18][CH:19]=[N:20]3)[CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 887MethanolHCID 1363519525-{[1-(2-tert-butoxyethyl)piperidin-4-yl]oxy}-7-fluoroquinazolin-4(3H)-one

Product 1

HCID 1363519555-{[1-(2-tert-butoxyethyl)piperidin-4-yl]oxy)-7-methoxyquinazolin-4(3H)-oneYield 63.1%

Procedure

An analogous reaction to that described in example 137b, but starting with 5-{[1-(2-tert-butoxyethyl)piperidin-4-yl]oxy}-7-fluoroquinazolin-4(3H)-one (363 mg, 1 mmol) and methanol (162 μl, 4 mmol) at 110° C. for 2 hours yielded 5-{[1-(2-tert-butoxyethyl)piperidin-4-yl]oxy}-7-methoxyquinazolin-4(3H)-one (237 mg, 63% yield):

Workup

  1. customAn analogous reaction to

Sources & evidence

ORD record
ord-5996ba45bb384c08a9574e4811c5099f
Source dataset
uspto-grants-2008_07
Patent number
US07402585B2

Linked notes

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