3-Fluoro-4-hydroxybenzeneacetic acid → HCID 66906714, compound

HRID 1690488Notes

Reaction equation

HRID 1690488 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH2:15][CH2:16][O:17][CH:18]3[CH2:23][CH2:22][CH2:21][CH2:20][O:19]3)=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][N:3]=1.[F:24][C:25]1[CH:26]=[C:27]([CH2:32][C:33]([OH:35])=[O:34])[CH:28]=[CH:29][C:30]=1[OH:31]>>[F:24][C:25]1[CH:26]=[C:27]([CH2:32][C:33]([OH:35])=[O:34])[CH:28]=[CH:29][C:30]=1[O:31][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH2:15][CH2:16][O:17][CH:18]3[CH2:23][CH2:22][CH2:21][CH2:20][O:19]3)=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 680143-Fluoro-4-hydroxybenzeneacetic acidHCID 86634410HCID 86634410, compound

Product 1

HCID 66906714HCID 66906714, compoundYield 52%

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-methoxy-7-(2-tetrahydropyran-2-yloxyethoxy) quinazoline was reacted with 2-(3-fluoro-4-hydroxyphenyl) acetic acid to give 2-{3-fluoro-4-[6-methoxy-7-(2-tetrahydropyran-2-yloxyethoxy) quinazolin-4-yloxy]phenyl}acetic acid in 52% yield; Mass Spectrum: M+H+ 473.

Sources & evidence

ORD record
ord-ad9e2b7fe68e4aba8d91baecd7f8a993
Source dataset
uspto-grants-2012_04
Patent number
US08153643B2

Reaction notes

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