5-Phenyl-1-pentanol → HCID 69522656, compound

HRID 348474Notes

Reaction equation

HRID 348474 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.[C:22]1([CH2:28][CH2:29][CH2:30][CH2:31][CH2:32]O)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>C(OCC)(=O)C.CCCCCC>[C:22]1([CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][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:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

4

Reactant 2

HCID 615235-Phenyl-1-pentanolHCID 21087356[5-(4-Fluorophenylcarbamoyl)pyrimidin-2-yloxy]acetic acid

Product 1

HCID 69522656HCID 69522656, compoundYield 28%

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

The titled compound was prepared from [5-(4-fluorophenylcarbamoyl)pyrimidin-2-yloxy]acetic acid using 5-phenyl-1-pentanol (56 mg, 0.34 mmol) as the coupling partner. Chromatography (gradient 5–95% ethyl acetate/hexane) through SiO2 yielded 6 mg (28%) of the titled compound. ESI-MS m/z 438 (MH+), 436 (M−H−).

Sources & evidence

ORD record
ord-896c36c41a2c4a078046d72b15346cc6
Source dataset
uspto-grants-2007_02
Patent number
US07176310B1

Reaction notes

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