4-Chloromethyl-2-(5-cyano-2-thienyl)oxazole → 2-(5-Cyano-2-thienyl)-4-[4-[3-(1-imidazolyl)propyl]phenoxymethyl]oxazole
Reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][N:11]2[CH:15]=[CH:14][N:13]=[CH:12]2)=[CH:4][CH:3]=1.Cl[CH2:17][C:18]1[N:19]=[C:20]([C:23]2[S:24][C:25]([C:28]#[N:29])=[CH:26][CH:27]=2)[O:21][CH:22]=1>>[C:28]([C:25]1[S:24][C:23]([C:20]2[O:21][CH:22]=[C:18]([CH2:17][O:1][C:2]3[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][N:11]4[CH:15]=[CH:14][N:13]=[CH:12]4)=[CH:4][CH:3]=3)[N:19]=2)=[CH:27][CH:26]=1)#[N:29]Participants
3
Procedure
In substantially the same manner as in Working Example 72, 1-[3-(4-hydroxyphenyl)propyl]imidazole was reacted with 4-chlorometyl-2-(5-cyano-2-thienyl)oxazole to obtain 2-(5-cyano-2-thienyl)-4-[4-[3-(1-imidazolyl)propyl]phenoxymethyl]oxazole. The yield was 70%. Recrystallization from ethyl acetate-hexane gave colorless prisms, mp 73-74° C.
Sources & evidence
- ORD record
- ord-4b7e205ca4f24c7185cb17905c229291
- Source dataset
- uspto-grants-2001_04
- Patent number
- US06211215B1
Reaction notes
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