4-(Chloromethyl)-5-methyl-2-phenyl-1,3-oxazole → (Z)-2-Methoxy-3-[1-(5-methyl-2-phenyl-oxazol-4-ylmethyl)-1H-indol-5-yl]-acrylic Acid
Reaction equation
C([O:8][C:9](=[O:23])/[C:10](/[O:21][CH3:22])=[CH:11]/[C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[NH:17][CH:16]=[CH:15]2)C1C=CC=CC=1.Cl[CH2:25][C:26]1[N:27]=[C:28]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[O:29][C:30]=1[CH3:31]>>[CH3:22][O:21]/[C:10](=[CH:11]\[C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[N:17]([CH2:25][C:26]1[N:27]=[C:28]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)[O:29][C:30]=1[CH3:31])[CH:16]=[CH:15]2)/[C:9]([OH:8])=[O:23]Participants
3
Procedure
Starting from (Z)-3-(1H-indol-5-yl)-2-methoxy-acrylic acid benzyl ester and 4-chloromethyl-2-phenyl-5-methyl-oxazole, the title compound was obtained in 75% yield as an off-white solid. MS: (M+H)+ 389.2.
Sources & evidence
- ORD record
- ord-3e7916831cf84aa1a7bb621e77c6777a
- Source dataset
- uspto-grants-2005_05
- Patent number
- US06890947B2
Reaction notes
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