Benzenepropanal → 3,5-Dimethoxy-4-methyl-N-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)-2-(3-phenyl-propylamino)-benzyl]-benzamide
Reaction equation
[NH2:1][C:2]1[CH:22]=[C:21]([C:23]2[N:27]=[C:26]([CH3:28])[O:25][N:24]=2)[CH:20]=[CH:19][C:3]=1[CH2:4][NH:5][C:6](=[O:18])[C:7]1[CH:12]=[C:11]([O:13][CH3:14])[C:10]([CH3:15])=[C:9]([O:16][CH3:17])[CH:8]=1.[CH:29](=O)[CH2:30][CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1.COC1C=C(C=C(OC)C=1C)C(NCC1C=CC(C2N=C(C)ON=2)=CC=1NCCC1C=CC=CC=1)=O>>[CH3:17][O:16][C:9]1[CH:8]=[C:7]([CH:12]=[C:11]([O:13][CH3:14])[C:10]=1[CH3:15])[C:6]([NH:5][CH2:4][C:3]1[CH:19]=[CH:20][C:21]([C:23]2[N:27]=[C:26]([CH3:28])[O:25][N:24]=2)=[CH:22][C:2]=1[NH:1][CH2:29][CH2:30][CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)=[O:18]Participants
4
Reactant 3
Product 1
Procedure
Compound 1g (50 mg, 0.13 mmol) was reductively aminated with hydrocinnamaldehyde (0.020 mL, 0.15 mmol) following a procedure analogous to the preparation of compound 9a to afford compound 10a. ESI-MS m/e 501.4 (M+1).
Sources & evidence
- ORD record
- ord-b8f75cc3e1104206bb674f37d8598faa
- Source dataset
- uspto-grants-2007_07
- Patent number
- US07247654B2
Reaction notes
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