N-methyl-4-o-tolylpyridin-3-amine → HCID 70663312, compound

HRID 878207Notes

Reaction equation

HRID 878207 reaction equation
[CH3:1][NH:2][C:3]1[CH:4]=[N:5][CH:6]=[CH:7][C:8]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH3:15].[O:16]=[C:17]1[CH2:21][CH2:20][CH2:19][N:18]1[C:22]1[CH:23]=[C:24]([CH:28]=[C:29]([C:31]([F:34])([F:33])[F:32])[CH:30]=1)[C:25](O)=[O:26]>>[CH3:1][N:2]([C:3]1[CH:4]=[N:5][CH:6]=[CH:7][C:8]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH3:15])[C:25](=[O:26])[C:24]1[CH:28]=[C:29]([C:31]([F:33])([F:34])[F:32])[CH:30]=[C:22]([N:18]2[CH2:19][CH2:20][CH2:21][C:17]2=[O:16])[CH:23]=1

Participants

3

Reactant 2

HCID 18403336N-methyl-4-o-tolylpyridin-3-amineHCID 509905093-(2-Oxopyrrolidin-1-yl)-5-(trifluoromethyl)benzoic Acid

Product 1

HCID 70663312HCID 70663312, compound

Procedure

The title compound was prepared in analogy to example 90, from N-methyl-4-o-tolylpyridin-3-amine (example 1, intermediate a) and 3-(2-oxo-pyrrolidin-1-yl)-5-trifluoromethyl-benzoic acid (Selena Chemicals Inc.) after a reaction time of 120 hours. The product was purified by preparative HPLC (Phenomenex Gemini® column) with a gradient of acetonitrile:water (containing 0.05% formic acid) (10:90 to 98:2). Light brown solid (2%). MS (ESI): m/z=454.17 [M+H]+.

Workup

  1. customThe product was purified by preparative HPLC (Phenomenex Gemini® column) with a gradient of acetonitrile

Sources & evidence

ORD record
ord-d6d0d6ba9f024ed9b6df7e0e198cb6fb
Source dataset
uspto-grants-2015_03
Patent number
US08987307B2

Reaction notes

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