4-Nitrophenol → HCID 69522987, compound

HRID 348460Notes

Reaction equation

HRID 348460 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.[CH:22]1[C:27]([N+:28]([O-:30])=[O:29])=[CH:26][CH:25]=[C:24](O)[CH:23]=1.C(OCC)(=O)C>ClCCl>[N+:28]([C:27]1[CH:22]=[CH:23][C:24]([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:25][CH:26]=1)([O-:30])=[O:29]

Participants

5

Reactant 3

HCID 9804-NitrophenolHCID 8857Ethyl AcetateHCID 21087356[5-(4-Fluorophenylcarbamoyl)pyrimidin-2-yloxy]acetic acid

Product 1

HCID 69522987HCID 69522987, compoundYield 16%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The titled compound was prepared from [5-(4-fluorophenylcarbamoyl)pyrimidin-2-yloxy]acetic acid using p-nitrophenol (18 mg, 0.13 mmol) as the coupling partner. Chromatography (1:1 ethyl aceate:dichloromethane) through SiO2 yielded 11 mg (16%) of the titled compound. ESI-MS m/z 413 (MH+), 411 (M−H−).

Sources & evidence

ORD record
ord-7342e5541c314c87ae36894c6ce3b71f
Source dataset
uspto-grants-2007_02
Patent number
US07176310B1

Reaction notes

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