Trifluoroacetic acid → HCID 117840073, compound

HRID 1477700Notes

Reaction equation

HRID 1477700 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2(O)[CH2:13][CH2:12][N:11]([C:14]3[N:19]=[CH:18][N:17]([CH2:20][N:21]4[CH:25]=[CH:24][C:23]([C:26]([F:29])([F:28])[F:27])=[N:22]4)[C:16](=[O:30])[N:15]=3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>ClCCl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:13][CH2:12][N:11]([C:14]3[N:19]=[CH:18][N:17]([CH2:20][N:21]4[CH:25]=[CH:24][C:23]([C:26]([F:27])([F:28])[F:29])=[N:22]4)[C:16](=[O:30])[N:15]=3)[CH2:10][CH:9]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 117839189HCID 117839189, compound

Product 1

HCID 117840073HCID 117840073, compoundYield 56.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a dichloromethane solution (1.0 mL) of 4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-1-{[3-(trifluoromethyl)-1H-pyrazol-1-yl]methyl}-1,3,5-triazin-2(1H)-one (14 mg, 0.03 mmol) synthesized in Reference Synthesis Example 91a, trifluoroacetic acid (0.5 mL) was added and the resultant mixture was stirred at room temperature for 3 hours. After the completion of the reaction, the reaction solution was concentrated under reduced pressure and to the resultant concentrate, water and saturated sodium hydrogen carbonate aqueous solution were added. A deposited solid was washed with water and was dried under reduced pressure to obtain the title compound (7.4 mg, yield: 55%).

Workup

  1. additionwas added
  2. customAfter the completion of the reaction
  3. concentrationthe reaction solution was concentrated under reduced pressure and to the resultant
  4. concentrationconcentrate
  5. additionwater and saturated sodium hydrogen carbonate aqueous solution were added
  6. washA deposited solid was washed with water
  7. customwas dried under reduced pressure

Sources & evidence

ORD record
ord-09ca89cd268f4ddc9590594cfb9f8717
Source dataset
uspto-grants-2016_08
Patent number
US09403798B2

Reaction notes

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