Methyl 4-[2-(methylamino)ethyl]benzoate → Methyl 3-(3-cyano-6-((4-(methoxycarbonyl)phenethyl)(methyl)amino)-2-methylhexan-3-yl)benzoate
Reaction equation
Br[CH2:2][CH2:3][CH2:4][C:5]([C:11]1[CH:12]=[C:13]([CH:18]=[CH:19][CH:20]=1)[C:14]([O:16][CH3:17])=[O:15])([C:9]#[N:10])[CH:6]([CH3:8])[CH3:7].[CH3:21][NH:22][CH2:23][CH2:24][C:25]1[CH:34]=[CH:33][C:28]([C:29]([O:31][CH3:32])=[O:30])=[CH:27][CH:26]=1>>[C:9]([C:5]([C:11]1[CH:12]=[C:13]([CH:18]=[CH:19][CH:20]=1)[C:14]([O:16][CH3:17])=[O:15])([CH2:4][CH2:3][CH2:2][N:22]([CH2:23][CH2:24][C:25]1[CH:34]=[CH:33][C:28]([C:29]([O:31][CH3:32])=[O:30])=[CH:27][CH:26]=1)[CH3:21])[CH:6]([CH3:8])[CH3:7])#[N:10]Participants
3
Procedure
Reaction of 1r with 2b produced 3am. MS found M+H=451. The oxalate salt of 3am was recrystallized from methanol/ether; mp 108-112° C.
Workup
- customproduced 3am
- customThe oxalate salt of 3am was recrystallized from methanol/ether
Sources & evidence
- ORD record
- ord-239a54aa907041eeb508d179f8192e85
- Source dataset
- uspto-grants-2016_01
- Patent number
- US09227918B2
Reaction notes
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