4-Ethylthiophenylboronic acid → 3-[4-(Ethylthio)phenyl]-5-(5-methyl-1,3,4-oxadiazol-2-yl)furo[3,2-b]pyridine
Reaction equation
Br[C:2]1[C:6]2=[N:7][C:8]([C:11]3[O:12][C:13]([CH3:16])=[N:14][N:15]=3)=[CH:9][CH:10]=[C:5]2[O:4][CH:3]=1.[CH2:17]([S:19][C:20]1[CH:25]=[CH:24][C:23](B(O)O)=[CH:22][CH:21]=1)[CH3:18]>>[CH2:17]([S:19][C:20]1[CH:25]=[CH:24][C:23]([C:2]2[C:6]3=[N:7][C:8]([C:11]4[O:12][C:13]([CH3:16])=[N:14][N:15]=4)=[CH:9][CH:10]=[C:5]3[O:4][CH:3]=2)=[CH:22][CH:21]=1)[CH3:18]Participants
3
Procedure
In the same manner as in Example 132 and using 3-bromo-5-(5-methyl-1,3,4-oxadiazol-2-yl)furo[3,2-b]pyridine instead of 2-(3-bromo-1-benzofuran-5-yl)-5-methyl-1,3,4-oxadiazole, using [4-(ethylthio)phenyl]boronic acid instead of (4-fluorophenyl)boronic acid, and using [1,1′-bis(diphenylphosphino)ferrocene]palladium(II) chloride dichloromethane complex instead of tetrakis(triphenylphosphine)palladium(0), the title compound (yield 12%) was obtained as colorless crystals.
Sources & evidence
- ORD record
- ord-18b54119f1cb46d982e1390d780a5e0c
- Source dataset
- uspto-grants-2013_07
- Patent number
- US08492378B2
Reaction notes
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