N-methyl-4-o-tolylpyridin-3-amine → N-Methyl-3-morpholin-4-yl-N-(4-o-tolyl-pyridin-3-yl)-5-trifluoromethyl-benzamide

HRID 878161Notes

Reaction equation

HRID 878161 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].[N:16]1([C:22]2[CH:23]=[C:24]([CH:28]=[C:29]([C:31]([F:34])([F:33])[F:32])[CH:30]=2)[C:25](O)=[O:26])[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1>>[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:32])([F:33])[F:34])[CH:30]=[C:22]([N:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)[CH:23]=1

Participants

3

Reactant 2

HCID 18403336N-methyl-4-o-tolylpyridin-3-amineHCID 220579413-Morpholin-4-yl-5-trifluoromethyl-benzoic acid

Product 1

HCID 60198027N-Methyl-3-morpholin-4-yl-N-(4-o-tolyl-pyridin-3-yl)-5-trifluoromethyl-benzamide

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-morpholin-4-yl-5-trifluoromethyl-benzoic acid (CAS RN 250682-08-7) after a reaction time of 5 days. The compound was purified by silica gel chromatography using a MPLC system (CombiFlash Companion, Isco Inc.) eluting with a gradient of n-heptane:EtOAc (100:0 to 20:80). Colorless solid (12%). MS (ESI): m/z=456.188 [M+H]+.

Workup

  1. customThe compound was purified by silica gel chromatography
  2. washeluting with a gradient of n-heptane:EtOAc (100:0 to 20:80)

Sources & evidence

ORD record
ord-0af065268b944620a605ff6f4832f8d7
Source dataset
uspto-grants-2015_03
Patent number
US08987307B2

Reaction notes

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