2-Pyridineacetic acid → (S)-1-(2-benzyl-4-(3-(difluoromethoxy)-4-methoxyphenyl)piperazin-1-yl)-2-(pyridin-2-yl)ethanone

HRID 1423183Notes

Reaction equation

HRID 1423183 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][C:8]([OH:10])=O.[CH2:11]([C@@H:18]1[NH:23][CH2:22][CH2:21][N:20]([C:24]2[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[C:26]([O:32][CH:33]([F:35])[F:34])[CH:25]=2)[CH2:19]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[CH2:11]([C@H:18]1[CH2:19][N:20]([C:24]2[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[C:26]([O:32][CH:33]([F:35])[F:34])[CH:25]=2)[CH2:21][CH2:22][N:23]1[C:8](=[O:10])[CH2:7][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=1)[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 853182-Pyridineacetic acidHCID 52920372(S)-3-benzyl-1-(3-(difluoromethoxy)-4-methoxyphenyl)piperazine2×

Product 1

HCID 58189189(S)-1-(2-benzyl-4-(3-(difluoromethoxy)-4-methoxyphenyl)piperazin-1-yl)-2-(pyridin-2-yl)ethanone

Procedure

Prepared by the method outlined for Example 189 using pyridin-2-yl-acetic acid and (S)3-benzyl-1-(3-difluoromethoxy-4-methoxy-phenyl)-piperazine (Example 69, Compound 157) as starting materials. Product as an oil. LC/MS (Method B) 2.56 min, [M+1]+ 468. Potency class ND.

Workup

  1. customPrepared by the method
  2. customLC/MS (Method B) 2.56 min, [M+1]+ 468

Sources & evidence

ORD record
ord-84ed01939f4f4711b459e8a2730d0a7c
Source dataset
uspto-grants-2015_01
Patent number
US08927546B2

Reaction notes

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