Methanol → HCID 69522889, compound

HRID 348465Notes

Reaction equation

HRID 348465 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]O)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.CO>ClCCl>[CH2:29]([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)[CH2:28][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 60542-PhenylethanolHCID 21087356[5-(4-Fluorophenylcarbamoyl)pyrimidin-2-yloxy]acetic acid

Product 1

HCID 69522889HCID 69522889, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The titled compound was prepared from [5-(4-fluorophenylcarbamoyl)pyrimidin-2-yloxy]acetic acid using 2-phenyl-ethanol (18 mg, 0.15 mmol) as the coupling partner. Chromatography (1:1 methanol:dichloromethane) through SiO2 yielded 49 mg (73%) of the titled compound. ESI-MS m/z 396 (MH+), 394 (M−H−).

Sources & evidence

ORD record
ord-89b0d4050d1d4e3180ca0672118ca390
Source dataset
uspto-grants-2007_02
Patent number
US07176310B1

Reaction notes

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