5-Methyl-N-[5-methyl-6-(1,2,3,6-tetrahydropyridin-4-yl)pyridin-3-yl]-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamide → 5-Methyl-N-{5-methyl-6-[1-(2-methylpropanoyl)-1,2,3,6-tetrahydropyridin-4-yl]pyridin-3-yl}-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamide

HRID 1748683Notes

Reaction equation

HRID 1748683 reaction equation
[CH3:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][N:8]=2)[N:5]=[CH:4][C:3]=1[C:17]([NH:19][C:20]1[CH:21]=[N:22][C:23]([C:27]2[CH2:28][CH2:29][NH:30][CH2:31][CH:32]=2)=[C:24]([CH3:26])[CH:25]=1)=[O:18].C[C:34]1N(C2C=CC(C(F)(F)F)=CN=2)N=[CH:36][C:35]=1[C:49](NC1C=NC(C2CCNCC2)=C(C)C=1)=[O:50]>>[CH3:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([C:13]([F:15])([F:16])[F:14])=[CH:9][N:8]=2)[N:5]=[CH:4][C:3]=1[C:17]([NH:19][C:20]1[CH:21]=[N:22][C:23]([C:27]2[CH2:28][CH2:29][N:30]([C:49](=[O:50])[CH:35]([CH3:36])[CH3:34])[CH2:31][CH:32]=2)=[C:24]([CH3:26])[CH:25]=1)=[O:18]

Participants

3

Reactant 2

HCID 866925385-Methyl-N-[5-methyl-6-(1,2,3,6-tetrahydropyridin-4-yl)pyridin-3-yl]-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamideHCID 866925445-Methyl-N-[5-methyl-6-(piperidin-4-yl)pyridin-3-yl]-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamide

Product 1

HCID 866926315-Methyl-N-{5-methyl-6-[1-(2-methylpropanoyl)-1,2,3,6-tetrahydropyridin-4-yl]pyridin-3-yl}-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamide

Procedure

5-Methyl-N-[5-methyl-6-(1,2,3,6-tetrahydropyridin-4-yl)pyridin-3-yl]-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamide described in Reference Example 170 in place of 5-methyl-N-[5-methyl-6-(piperidin-4-yl)pyridin-3-yl]-1-[5-(trifluoromethyl)-pyridin-2-yl]-1H-pyrazole-4-carboxamide in Example K61, and reacted and treated in a similar manner to give the titled compound as a pale yellow solid.

Workup

  1. customreacted
  2. additiontreated in a similar manner

Sources & evidence

ORD record
ord-db986fbb76aa4afd80d71b0256901460
Source dataset
uspto-grants-2015_10
Patent number
US09150555B2

Reaction notes

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