Imidazole-4-acetic acid → HCID 178491983, compound

HRID 1423185Notes

Reaction equation

HRID 1423185 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:15][C:16]2[CH:17]=[C:18]([N:24]3[CH2:29][CH2:28][NH:27][C@@H:26]([CH2:30][CH:31]([CH3:33])[CH3:32])[CH2:25]3)[CH:19]=[CH:20][C:21]=2[O:22][CH3:23])[CH2:14][CH2:13][CH2:12][CH2:11]1>>[CH:10]1([O:15][C:16]2[CH:17]=[C:18]([N:24]3[CH2:29][CH2:28][N:27]([C:7](=[O:9])[CH2:6][C:4]4[N:3]=[CH:2][NH:1][CH:5]=4)[C@@H:26]([CH2:30][CH:31]([CH3:33])[CH3:32])[CH2:25]3)[CH:19]=[CH:20][C:21]=2[O:22][CH3:23])[CH2:14][CH2:13][CH2:12][CH2:11]1

Participants

3

Reactant 2

HCID 96215Imidazole-4-acetic acidHCID 23627443HCID 23627443, compound2×

Product 1

HCID 178491983HCID 178491983, compound

Procedure

Prepared by the method outlined for Example 189 using 2-(1H-imidazol-4-yl)acetic acid and (S)-1-(3-cyclopentyloxy-4-methoxy-phenyl)-3-isobutyl-piperazine (Example 33, Compound 121) as starting materials. Product as a light brown solid (11%). LC/MS (Method B) 2.69 min, [M+1]+ 441.1. Potency class A.

Workup

  1. customPrepared by the method
  2. customLC/MS (Method B) 2.69 min, [M+1]+ 441.1

Sources & evidence

ORD record
ord-3b8b262ee9a74ebab950b4b7397510f9
Source dataset
uspto-grants-2015_01
Patent number
US08927546B2

Reaction notes

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