3-Hydroxypyridine → HCID 69522645, compound

HRID 348457Notes

Reaction equation

HRID 348457 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([C:11]2[CH:12]=[N:13][C:14]([O:17][CH2:18][C:19]([OH:21])=[O:20])=[N:15][CH:16]=2)=[O:10])=[CH:4][CH:3]=1.O[C:23]1[CH:24]=[N:25][CH:26]=[CH:27][CH:28]=1>CO.ClCCl>[N:25]1[CH:26]=[CH:27][CH:28]=[C:23]([O:20][C:19](=[O:21])[CH2:18][O:17][C:14]2[N:13]=[CH:12][C:11]([C:9](=[O:10])[NH:8][C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)=[CH:16][N:15]=2)[CH:24]=1

Participants

4

Reactant 2

HCID 79713-HydroxypyridineHCID 21087356[5-(4-Fluorophenylcarbamoyl)pyrimidin-2-yloxy]acetic acid

Product 1

HCID 69522645HCID 69522645, compoundYield 14%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

The titled compound was prepared from [5-(4-fluorophenylcarbamoyl)pyrimidin-2-yloxy]acetic acid using 3-hydroxypyridine (12 mg, 0.13 mmol) as the source alcohol. Chromatography (5% methanol/dichloromethane) through SiO2 yielded 9 mg (14%) of the titled compound. ESI-MS m/z 391 (M+Na+), 367 (M−H−).

Sources & evidence

ORD record
ord-61e0a787d5164078b8761755fd373c5c
Source dataset
uspto-grants-2007_02
Patent number
US07176310B1

Reaction notes

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