N-Methylaniline → HCID 86760390, compound

HRID 348478Notes

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.[CH3:22][NH:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>>[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])[N:23]([CH3:22])[C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[N:13][CH:12]=2)=[O:10])=[CH:6][CH:7]=1

Participants

Reactant 2

HCID 7515N-Methylaniline

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

Product 1

HCID 86760390HCID 86760390, compoundYield 70%

Procedure

The titled compound was prepared from [5-(4-fluorophenylcarbamoyl)pyrimidin-2-yloxy]acetic acid using N-methylaniline (23 μL, 0.21 mmol) as the coupling partner. Concentration (no chromatography) yielded 45 mg (70%) of the titled compound. ESI-MS m/z 381 (MH+), 379 (M−H−).

Workup

concentrationConcentration (no chromatography)

Sources & evidence

ORD record: ord-7900395e42d742908c713b7bc16838e7
Source dataset: uspto-grants-2007_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07176310B1

Reaction notes

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