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

HRID 1423170Notes

Reaction equation

HRID 1423170 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]([CH3:35])[CH3:34])[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]([CH3:35])[CH3:34])[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 58189029HCID 58189029, compound2×

Product 1

HCID 58188975(S)-1-(2-benzyl-4-(3-isopropoxy-4-methoxyphenyl)piperazin-1-yl)-2-(pyridin-2-yl)ethanone

Procedure

Prepared by the method outlined for Example 189 using pyridine-2-yl-acetic acid and 3(S)-benzyl-1-(3-(1-methylethoxy)-4-methoxy-phenyl)-piperazine (Example 9, Compound 97) as starting materials. Product as an oil (30 mg, 68%). LC/MS (Method B) 2.45 min, [M+1]+ 460. Potency class B.

Workup

  1. customPrepared by the method
  2. customLC/MS (Method B) 2.45 min, [M+1]+ 460

Sources & evidence

ORD record
ord-552e936dcf034a26b9ed8337d5c9979b
Source dataset
uspto-grants-2015_01
Patent number
US08927546B2

Reaction notes

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