Imidazole-4-acetic acid → HCID 178445827, compound

HRID 1423187Notes

Reaction equation

HRID 1423187 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:26]3[CH2:31][CH2:30][NH:29][C@@H:28]([CH2:32][CH:33]([CH3:35])[CH3:34])[CH2:27]3)[CH:19]=[CH:20][C:21]=2[O:22][CH:23]([F:25])[F:24])[CH2:14][CH2:13][CH2:12][CH2:11]1>>[CH:10]1([O:15][C:16]2[CH:17]=[C:18]([N:26]3[CH2:31][CH2:30][N:29]([C:7](=[O:9])[CH2:6][C:4]4[N:3]=[CH:2][NH:1][CH:5]=4)[C@@H:28]([CH2:32][CH:33]([CH3:35])[CH3:34])[CH2:27]3)[CH:19]=[CH:20][C:21]=2[O:22][CH:23]([F:24])[F:25])[CH2:14][CH2:13][CH2:12][CH2:11]1

Participants

3

Reactant 2

HCID 96215Imidazole-4-acetic acidHCID 52920368HCID 52920368, compound2×

Product 1

HCID 178445827HCID 178445827, compound

Procedure

Prepared by the method outlined for Example 189 using 2-(1H-imidazol-4-yl)acetic acid and (S)-1-(3-cyclopentyloxy-4-difluoromethoxy-phenyl)-3-isobutyl-piperazine (Example 36, Compound 124) as starting materials. Product as an off-white solid (20%). LC/MS (Method B) 3.04 min, [M+1]+ 477.1. Potency class B.

Workup

  1. customPrepared by the method
  2. customLC/MS (Method B) 3.04 min, [M+1]+ 477.1

Sources & evidence

ORD record
ord-535bfdcfa05449e49dc32bfad59bcc85
Source dataset
uspto-grants-2015_01
Patent number
US08927546B2

Reaction notes

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