Trifluoroacetic acid → HCID 86692606, compound

HRID 1748664Notes

Reaction equation

HRID 1748664 reaction equation
FC(F)(F)C(O)=O.C(OC(=O)N)(C)(C)C.[CH3:16][N:17]([CH:21]1[CH2:26][CH2:25][C:24]([C:27]2[C:32]([CH3:33])=[CH:31][C:30]([NH:34][C:35]([C:37]3[CH:38]=[N:39][N:40]([C:43]4[CH:48]=[CH:47][C:46]([C:49]([F:52])([F:51])[F:50])=[CH:45][N:44]=4)[C:41]=3[CH3:42])=[O:36])=[CH:29][N:28]=2)=[CH:23][CH2:22]1)C(=O)O.[OH-].[Na+]>ClCCl>[CH3:42][C:41]1[N:40]([C:43]2[CH:48]=[CH:47][C:46]([C:49]([F:50])([F:52])[F:51])=[CH:45][N:44]=2)[N:39]=[CH:38][C:37]=1[C:35]([NH:34][C:30]1[CH:29]=[N:28][C:27]([C:24]2[CH2:25][CH2:26][CH:21]([NH:17][CH3:16])[CH2:22][CH:23]=2)=[C:32]([CH3:33])[CH:31]=1)=[O:36]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 86692607HCID 86692607, compound

Product 1

HCID 86692606HCID 86692606, compoundYield 105.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (5.0 ml) was added at room temperature to a solution of N-methyl-{4-[3-methyl-5-({5-methyl-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carbonyl}-amino)pyridin-2-yl]cyclohex-3-en-1-yl}carbamoic acid carbamic acid tert-butyl ester (1.47 g) of Example D249 in dichloromethane (25 ml), and stirred at the same temperature for four hours. After completion of the reaction, 4N aqueous solution of sodium hydroxide (15 ml) was added and the solvent was evaporated. Ethanol (15 ml) and water were added to the resulting residue, stirred at room temperature for 30 minutes and the solid was filtered to give the titled compound (1.16 g) as a white solid.

Workup

  1. additionwas added
  2. customthe solvent was evaporated
  3. additionEthanol (15 ml) and water were added to the resulting residue
  4. stirringstirred at room temperature for 30 minutes
  5. filtrationthe solid was filtered

Sources & evidence

ORD record
ord-6cd09e9108ce42a78c62a234c2fe52a7
Source dataset
uspto-grants-2015_10
Patent number
US09150555B2

Reaction notes

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