Water → HCID 131724158, compound

HRID 478407Notes

Reaction equation

HRID 478407 reaction equation
[F:1][C:2]([F:40])([F:39])[C:3]1[CH:4]=[C:5]([CH:32]=[C:33]([C:35]([F:38])([F:37])[F:36])[CH:34]=1)[C:6]([N:8]1[CH2:13][CH2:12][C@H:11]([N:14]2[CH2:19][CH2:18][N:17](C(=O)C(F)(F)F)[CH2:16][CH2:15]2)[C@H:10]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:9]1)=[O:7].O.C(=O)([O-])[O-].[K+].[K+]>CO>[F:39][C:2]([F:1])([F:40])[C:3]1[CH:4]=[C:5]([C:6]([N:8]2[CH2:13][CH2:12][C@H:11]([N:14]3[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]3)[C@H:10]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[CH2:9]2)=[O:7])[CH:32]=[C:33]([C:35]([F:36])([F:37])[F:38])[CH:34]=1

Participants

5

Reactant 3

HCID 962Water2×HCID 11430Potassium CarbonateHCID 131724157HCID 131724157, compound

Product 1

HCID 131724158HCID 131724158, compoundYield 98.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Rac-cis-1-{4-[1-(3,5-Bis-trifluoromethyl-benzoyl)-3-phenyl-piperidin-4-yl]-piperazin-1-yl}-2,2,2-trifluoro-ethanone (4.15 g, 7.14 mmol) was dissolved in methanol (25 mL). Water (1 mL) and potassium carbonate (2.96 g, 21.4 mmol) were added and the reaction mixture was stirred at room temperature for 4 h. Water (100 mL) was added and the mixture was extracted twice with 200 mL methylene chloride. Organic phases were pooled and dried with magnesium sulfate. Evaporation of the solvent gave the title compound (3.4 g, 98%) as a white foam which was used without any further purification, MS: m/e=486.3 (M+H+).

Workup

  1. extractionthe mixture was extracted twice with 200 mL methylene chloride
  2. dry with materialdried with magnesium sulfate
  3. customEvaporation of the solvent

Sources & evidence

ORD record
ord-399871f3775c4db684bc14198abd4d21
Source dataset
uspto-grants-2003_11
Patent number
US06642226B2

Reaction notes

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