Aniline → HCID 86760387, compound

HRID 348475Notes

Reaction equation

HRID 348475 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.[NH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>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:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[N:13][CH:12]=2)=[O:10])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 21087356[5-(4-Fluorophenylcarbamoyl)pyrimidin-2-yloxy]acetic acid

Product 1

HCID 86760387HCID 86760387, compoundYield 22%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

The titled compound was prepared from [5-(4-fluorophenylcarbamoyl)pyrimidin-2-yloxy]acetic acid using aniline (12 mg, 0.13 mmol) as the coupling partner. Chromatography (10% methanol/dichloromethane) through SiO2 yielded 14 mg (22%) of the titled compound. ESI-MS m/z 367 (MH+), 365 (M−H−).

Sources & evidence

ORD record
ord-543fdac655874fc39e5ae83c48c21a0d
Source dataset
uspto-grants-2007_02
Patent number
US07176310B1

Reaction notes

Loading…