Trifluoroacetic acid → HCID 117925755, compound

HRID 1477713Notes

Reaction equation

HRID 1477713 reaction equation
[Cl:1][C:2]1[CH:29]=[CH:28][C:5]([CH2:6][N:7]2[CH:12]=[N:11][C:10]([N:13]3[CH2:18][CH2:17][C:16]([C:20]4[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=4)(O)[CH2:15][CH2:14]3)=[N:9][C:8]2=[O:27])=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[CH:12]=[N:11][C:10]([N:13]3[CH2:18][CH2:17][C:16]([C:20]4[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=4)=[CH:15][CH2:14]3)=[N:9][C:8]2=[O:27])=[CH:28][CH:29]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 117925662HCID 117925662, compound

Product 1

HCID 117925755HCID 117925755, compoundYield 19.1%

Procedure

To 1-(4-chlorobenzyl)-4-[4-(4-fluorophenyl)-4-hydroxypiperidin-1-yl]-1,3,5-triazin-2(1H)-one (240 mg, 0.58 mmol) synthesized in Synthesis Example 111, trifluoroacetic acid (2.3 mL) was added and the resultant mixture was stirred at room temperature for 1 hour. After the completion of the reaction, the reaction solution was concentrated under reduced pressure and the resultant residue was purified by silica gel (amino-type) column chromatography (hexane/ethyl acetate=1/1) to obtain the title compound (44 mg, yield: 19%).

Workup

  1. additionwas added
  2. customAfter the completion of the reaction
  3. concentrationthe reaction solution was concentrated under reduced pressure
  4. customthe resultant residue was purified by silica gel (amino-type) column chromatography (hexane/ethyl acetate=1/1)

Sources & evidence

ORD record
ord-aa7e7485622b49cd8ef7ff54c913f840
Source dataset
uspto-grants-2016_08
Patent number
US09403798B2

Reaction notes

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