5-(Chloromethyl)-2-methoxybenzonitrile → N-[4-[5-[(3-cyano-4-methoxybenzyl)thio]-1,3,4-oxadiazol-2-yl]-2-pyridyl]-3-phenylpropionamide
Reaction equation
[SH:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][N:10]=[C:9]([NH:13][C:14](=[O:23])[CH2:15][CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:8]=2)=[N:4][N:3]=1.Cl[CH2:25][C:26]1[CH:27]=[CH:28][C:29]([O:34][CH3:35])=[C:30]([CH:33]=1)[C:31]#[N:32]>>[C:31]([C:30]1[CH:33]=[C:26]([CH:27]=[CH:28][C:29]=1[O:34][CH3:35])[CH2:25][S:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][N:10]=[C:9]([NH:13][C:14](=[O:23])[CH2:15][CH2:16][C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH:8]=2)=[N:4][N:3]=1)#[N:32]Participants
3
Procedure
In the same manner as in Example 1 and using N-[4-(5-mercapto-1,3,4-oxadiazol-2-yl)-2-pyridyl]-3-phenylpropionamide instead of 5-(benzothiazol-6-yl)-1,3,4-oxadiazole-2-thiol and 5-(chloromethyl)-2-methoxybenzonitrile instead of 3-(trifluoromethyl)benzyl chloride, the title compound (yield 39%) was obtained as colorless crystals.
Sources & evidence
- ORD record
- ord-69c73be118014068b907c100efb6b13c
- Source dataset
- uspto-grants-2013_07
- Patent number
- US08492378B2
Reaction notes
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