3,3-Dimethyl-1-butanol → [5-(4-Fluorophenylcarbamoyl)pyrimidin-2-yloxy]acetic acid 3,3-dimethyl-butyl ester

HRID 348468

Reaction equation

HRID 348468 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.[CH3:22][C:23]([CH3:28])([CH3:27])[CH2:24][CH2:25]O>>[CH3:22][C:23]([CH3:28])([CH3:27])[CH2:24][CH2:25][O:20][C:19](=[O:21])[CH2:18][O:17][C:14]1[N:13]=[CH:12][C:11]([C:9](=[O:10])[NH:8][C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)=[CH:16][N:15]=1

Participants

3

Reactant 2

HCID 122333,3-Dimethyl-1-butanolHCID 21087356[5-(4-Fluorophenylcarbamoyl)pyrimidin-2-yloxy]acetic acid

Product 1

HCID 69523345[5-(4-Fluorophenylcarbamoyl)pyrimidin-2-yloxy]acetic acid 3,3-dimethyl-butyl esterYield 85%

Procedure

The titled compound was prepared from [5-(4-fluorophenylcarbamoyl)pyrimidin-2-yloxy]acetic acid using 3,3-dimethylbutanol (26 mg, 0.26 mmol) as the coupling partner. Concentration (no chromatography) yielded 54 mg (85%) of the titled compound. ESI-MS m/z 376 (MH+), 374 (M−H−).

Workup

  1. concentrationConcentration (no chromatography)

Sources & evidence

ORD record
ord-e17d57388c55403aa2bed5fa9b19099d
Source dataset
uspto-grants-2007_02
Patent number
US07176310B1

Linked notes

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