2-(1H-pyrrol-3-yl)acetic acid → (S)-1-(2-benzyl-4-(3-isopropoxy-4-methoxyphenyl)piperazin-1-yl)-2-(1H-pyrrol-3-yl)ethanone

HRID 1423163Notes

Reaction equation

HRID 1423163 reaction equation
[NH:1]1[CH:5]=[CH:4][C:3]([CH2:6][C:7]([OH:9])=O)=[CH:2]1.[CH2:10]([C@@H:17]1[NH:22][CH2:21][CH2:20][N:19]([C:23]2[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[C:25]([O:31][CH:32]([CH3:34])[CH3:33])[CH:24]=2)[CH2:18]1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[CH2:10]([C@H:17]1[CH2:18][N:19]([C:23]2[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[C:25]([O:31][CH:32]([CH3:34])[CH3:33])[CH:24]=2)[CH2:20][CH2:21][N:22]1[C:7](=[O:9])[CH2:6][C:3]1[CH:4]=[CH:5][NH:1][CH:2]=1)[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

3

Reactant 2

HCID 4104242-(1H-pyrrol-3-yl)acetic acidHCID 58189029HCID 58189029, compound2×

Product 1

HCID 58189216(S)-1-(2-benzyl-4-(3-isopropoxy-4-methoxyphenyl)piperazin-1-yl)-2-(1H-pyrrol-3-yl)ethanone

Procedure

Prepared by the method outlined for Example 189 using (1H-pyrrol-3-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. LC/MS (Method B) 2.75 min, [M+1]+ 448. Potency class A.

Workup

  1. customPrepared by the method
  2. customLC/MS (Method B) 2.75 min, [M+1]+ 448

Sources & evidence

ORD record
ord-d61ee419dc1c4da0b59372c166c37fa9
Source dataset
uspto-grants-2015_01
Patent number
US08927546B2

Reaction notes

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