4-Chloro-6,7-dimethoxyquinazoline → HCID 66906492, compound

HRID 1690499Notes

Reaction equation

HRID 1690499 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][N:3]=1.[OH:16][C:17]1[CH:22]=[CH:21][C:20]([CH2:23][C:24]([OH:26])=[O:25])=[C:19]([O:27][CH3:28])[CH:18]=1>>[CH3:13][O:12][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][C:8]=1[O:14][CH3:15])[N:5]=[CH:4][N:3]=[C:2]2[O:16][C:17]1[CH:22]=[CH:21][C:20]([CH2:23][C:24]([OH:26])=[O:25])=[C:19]([O:27][CH3:28])[CH:18]=1

Participants

3

Reactant 2

HCID 27693644-Chloro-6,7-dimethoxyquinazolineHCID 23023475HCID 23023475, compound

Product 1

HCID 66906492HCID 66906492, compoundYield 87%

Procedure

Using an analogous procedure to that described in the portion of Note [1] below Example 8 that is concerned with the preparation of starting materials, 4-chloro-6,7-dimethoxyquinazoline was reacted with 2-(4-hydroxy-2-methoxyphenyl)acetic acid to give 2-[4-(6,7-dimethoxyquinazolin-4-yloxy)-2-methoxyphenyl]acetic acid in 87% yield; 1H NMR: (DMSOd6) 3.55 (s, 2H), 3.75 (s, 3H), 3.98 (s, 3H), 3.99 (s, 3H), 6.83 (d, 1H), 6.97 (s, 1H), 7.27 (d, 1H), 7.39 (s, 1H), 7.55 (s, 1H), 8.57 (s, 1H); Mass Spectrum: M+H+ 371.

Sources & evidence

ORD record
ord-5a7ab8dc2549434a8f69b68f90d8842f
Source dataset
uspto-grants-2012_04
Patent number
US08153643B2

Reaction notes

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