2-benzamido-3-methylbut-2-enoic acid → HCID 57889868, compound
Reaction equation
[C:1]([NH:9][C:10](=[C:14]([CH3:16])[CH3:15])[C:11]([OH:13])=O)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[Cl:18][C:19]1[CH:24]=[CH:23][C:22]([CH:25]2[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)=[CH:21][CH:20]=1>>[Cl:18][C:19]1[CH:24]=[CH:23][C:22]([CH:25]2[CH2:26][CH2:27][N:28]([C:11](=[O:13])[C:10]([NH:9][C:1](=[O:8])[C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)=[C:14]([CH3:16])[CH3:15])[CH2:29][CH2:30]2)=[CH:21][CH:20]=1Participants
3
Procedure
The crude 2-benzamido-3-methylbut-2-enoic acid from Step 1 was coupled with 4-(4-chlorophenyl)piperidine hydrochloride in a similar manner as described for the preparation of Example 75 to provide Example 288, N-(1-(4-(4-chlorophenyl)piperidin-1-yl)-3-methyl-1-oxobut-2-en-2-yl)benzamide. MS found: 397 (M+H).
Workup
- customas described for the preparation of Example 75
Sources & evidence
- ORD record
- ord-87570465698f4d45abff5f2c889d9a2a
- Source dataset
- uspto-grants-2009_10
- Patent number
- US07601844B2
Reaction notes
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