Imidazole-4-acetic acid → HCID 178520351, compound
Reaction equation
[NH:1]1[CH:5]=[C:4]([CH2:6][C:7]([OH:9])=O)[N:3]=[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][CH:30]([F:32])[F:31])=[C:25]([O:33][CH:34]3[CH2:37][CH2:36][CH2:35]3)[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][CH:30]([F:31])[F:32])=[C:25]([O:33][CH:34]3[CH2:37][CH2:36][CH2:35]3)[CH:24]=2)[CH2:20][CH2:21][N:22]1[C:7](=[O:9])[CH2:6][C:4]1[N:3]=[CH:2][NH:1][CH:5]=1)[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1Participants
3
Procedure
Prepared by the method outlined for Example 189 using (1H-imidazol-4-yl)-acetic acid and (S)-3-benzyl-1-(3-cyclobutoxy-4-difluoromethoxy-phenyl)-piperazine (Example 4, Compound 92) as starting materials. Product as an oil. LC/MS (Method B) 2.54 min, [M+1]+ 497. Potency class A.
Workup
- customPrepared by the method
- customLC/MS (Method B) 2.54 min, [M+1]+ 497
Sources & evidence
- ORD record
- ord-b8b53204eb6a4818a0179842c7e6e1d1
- Source dataset
- uspto-grants-2015_01
- Patent number
- US08927546B2
Reaction notes
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