Trifluoroacetic acid → HCID 86692549, compound

HRID 1748597Notes

Reaction equation

HRID 1748597 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[N:19]=[CH:18][C:17]([NH:20][C:21]([C:23]3[CH:24]=[N:25][N:26]([C:29]4[CH:34]=[CH:33][C:32]([C:35]([F:38])([F:37])[F:36])=[CH:31][N:30]=4)[C:27]=3[CH3:28])=[O:22])=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O.[OH-].[Na+]>ClCCl>[CH3:28][C:27]1[N:26]([C:29]2[CH:34]=[CH:33][C:32]([C:35]([F:37])([F:36])[F:38])=[CH:31][N:30]=2)[N:25]=[CH:24][C:23]=1[C:21]([NH:20][C:17]1[CH:18]=[N:19][C:14]([CH:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[CH:15][CH:16]=1)=[O:22]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 86692550HCID 86692550, compound

Product 1

HCID 86692549HCID 86692549, compoundYield 89.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To N-[6-(1-tert-butyloxycarbonylpiperidin-4-yl)pyridin-3-yl]-5-methyl-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamide (4.0 g) were added dichloromethane (75 ml) and trifluoroacetic acid (15 ml), stirred at room temperature for 2.5 hours, and then to the reaction solution was added 4 N aqueous solution of sodium hydroxide under ice-cooling. The precipitated solid was washed with water and ethyl acetate to give the titled compound (2.9 g) as a pale yellow solid.

Workup

  1. temperaturecooling
  2. washThe precipitated solid was washed with water and ethyl acetate

Sources & evidence

ORD record
ord-54d1e3dbe2404e30b7d08f3912108014
Source dataset
uspto-grants-2015_10
Patent number
US09150555B2

Reaction notes

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