4-Nitroaniline → HCID 86760392, compound

HRID 348480Notes

Reaction equation

HRID 348480 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)=[N:15][CH:16]=2)=[O:10])=[CH:4][CH:3]=1.[N+:22]([C:25]1[CH:31]=[CH:30][C:28]([NH2:29])=[CH:27][CH:26]=1)([O-:24])=[O:23]>CO.ClCCl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9]([C:11]2[CH:16]=[N:15][C:14]([O:17][CH2:18][C:19](=[O:21])[NH:29][C:28]3[CH:30]=[CH:31][C:25]([N+:22]([O-:24])=[O:23])=[CH:26][CH:27]=3)=[N:13][CH:12]=2)=[O:10])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 74754-NitroanilineHCID 21087356[5-(4-Fluorophenylcarbamoyl)pyrimidin-2-yloxy]acetic acid

Product 1

HCID 86760392HCID 86760392, compoundYield 23%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

The titled compound was prepared from [5-(4-fluorophenylcarbamoyl)pyrimidin-2-yloxy]acetic acid using 4-nitroaniline (25 mg, 0.18 mmol) as the coupling partner. Chromatography (5% methanol/dichloromethane) through SiO2 yielded 13 mg (23%) of the titled compound. ESI-MS m/z 412 (MH+), 410 (M−H−).

Sources & evidence

ORD record
ord-0766cc1d19194a8998db88e3f280213c
Source dataset
uspto-grants-2007_02
Patent number
US07176310B1

Reaction notes

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