Imidazole-4-acetic acid → HCID 178491982, compound

HRID 1423188Notes

Reaction equation

HRID 1423188 reaction equation
[NH:1]1[CH:5]=[C:4]([CH2:6][C:7]([OH:9])=O)[N:3]=[CH:2]1.[CH:10]1([O:14][C:15]2[CH:16]=[C:17]([N:23]3[CH2:28][CH2:27][NH:26][C@@H:25]([CH2:29][CH:30]([CH3:32])[CH3:31])[CH2:24]3)[CH:18]=[CH:19][C:20]=2[O:21][CH3:22])[CH2:13][CH2:12][CH2:11]1>>[CH:10]1([O:14][C:15]2[CH:16]=[C:17]([N:23]3[CH2:28][CH2:27][N:26]([C:7](=[O:9])[CH2:6][C:4]4[N:3]=[CH:2][NH:1][CH:5]=4)[C@@H:25]([CH2:29][CH:30]([CH3:32])[CH3:31])[CH2:24]3)[CH:18]=[CH:19][C:20]=2[O:21][CH3:22])[CH2:11][CH2:12][CH2:13]1

Participants

3

Reactant 2

HCID 96215Imidazole-4-acetic acidHCID 58188990(S)-1-(3-cyclobutlyoxy-4-methoxy-phenyl)-3-isobutyl-piperazine2×

Product 1

HCID 178491982HCID 178491982, compound

Procedure

Prepared by the method outlined for Example 189 using 2-(1H-imidazol-4-yl)acetic acid and (S)-1-(3-cyclobutlyoxy-4-methoxy-phenyl)-3-isobutyl-piperazine (Example 34, Compound 122) as starting materials. Product as a light brown solid (17%). LC/MS (Method B) 2.57 min, [M+1]+ 427.0. Potency class A.

Workup

  1. customPrepared by the method
  2. customLC/MS (Method B) 2.57 min, [M+1]+ 427.0

Sources & evidence

ORD record
ord-c5b70c3ef5c0438e8dd5782c1d60fc90
Source dataset
uspto-grants-2015_01
Patent number
US08927546B2

Reaction notes

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