{3-[Methyl-(4-o-tolyl-pyridin-3-yl)-carbamoyl]-5-trifluoromethyl-phenyl}-carbamic acid tert-butyl ester → 3-Amino-N-methyl-N-(4-o-tolyl-pyridin-3-yl)-5-trifluoromethyl-benzamide

HRID 878184Notes

Reaction equation

HRID 878184 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([C:14]([F:17])([F:16])[F:15])[CH:11]=[C:10]([C:18](=[O:34])[N:19]([CH3:33])[C:20]2[CH:21]=[N:22][CH:23]=[CH:24][C:25]=2[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=2[CH3:32])[CH:9]=1)(C)(C)C>CCCCCCC.CCOC(C)=O>[NH2:7][C:8]1[CH:9]=[C:10]([CH:11]=[C:12]([C:14]([F:17])([F:15])[F:16])[CH:13]=1)[C:18]([N:19]([CH3:33])[C:20]1[CH:21]=[N:22][CH:23]=[CH:24][C:25]=1[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[CH3:32])=[O:34]

Participants

3

Reactant 1

HCID 70663415{3-[Methyl-(4-o-tolyl-pyridin-3-yl)-carbamoyl]-5-trifluoromethyl-phenyl}-carbamic acid tert-butyl ester

Product 1

HCID 706634983-Amino-N-methyl-N-(4-o-tolyl-pyridin-3-yl)-5-trifluoromethyl-benzamide

Reagents, catalysts & solvents 1

HCID 21899848Ethylacetate heptaneSolvent

Procedure

The title compound was prepared in analogy to example 85, intermediate a, from {3-[methyl-(4-o-tolyl-pyridin-3-yl)-carbamoyl]-5-trifluoromethyl-phenyl}-carbamic acid tert-butyl ester and using a gradient of n-heptane:EtOAc (100:0 to 0:100) for the chromatographic purification. Colorless solid (94%). MS (ESI): m/z=386.147 [M+H]+.

Workup

  1. customfor the chromatographic purification

Sources & evidence

ORD record
ord-6e799532927849c5a8c3e19ce65df0e5
Source dataset
uspto-grants-2015_03
Patent number
US08987307B2

Reaction notes

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