HCID 58573313, compound → HCID 58573812, compound

HRID 931990Notes

Reaction equation

HRID 931990 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C@@H:8]2[C@@H:13]([C:14]3[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=3)[N:12](CC3C=CC(OC)=CC=3OC)[C:11](=[O:32])[C@@:10]([CH3:36])([CH2:33][S:34][CH3:35])[CH2:9]2)[CH:5]=[CH:6][CH:7]=1>C(O)(C(F)(F)F)=O>[Cl:1][C:2]1[CH:3]=[C:4]([C@@H:8]2[C@@H:13]([C:14]3[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=3)[NH:12][C:11](=[O:32])[C@@:10]([CH3:36])([CH2:33][S:34][CH3:35])[CH2:9]2)[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 58573313HCID 58573313, compound

Product 1

HCID 58573812HCID 58573812, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of (3S,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(2,4-dimethoxybenzyl)-3-methyl-3-(methylthiomethyl)piperidin-2-one (Example 88, Step D) (0.406 g, 0.746 mmol) in TFA (6.00 mL) was heated at 50° C. under nitrogen for 2 hours. The reaction mixture was concentrated in vacuo to provide a purple oil. Purification using a 40 g SiO2 column and eluting with 35 to 60% EtOAc/hexanes provided the title compound as a white solid.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customto provide a purple oil
  3. customPurification
  4. washeluting with 35 to 60% EtOAc/hexanes

Sources & evidence

ORD record
ord-0851c9fa1e7f404faeff534d90aeadc2
Source dataset
uspto-grants-2016_03
Patent number
US09296736B2

Reaction notes

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