3-(Trifluoromethoxy)phenylboronic Acid (contains varying amounts of Anhydride) → HCID 68663226, compound

HRID 452833Notes

Reaction equation

HRID 452833 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.[F:17][C:18]([F:30])([F:29])[O:19][C:20]1[CH:21]=[C:22](B(O)O)[CH:23]=[CH:24][CH:25]=1>>[CH3:16][C:13]1[O:12][C:11]([C:8]2[N:7]=[C:6]3[C:2]([C:22]4[CH:23]=[CH:24][CH:25]=[C:20]([O:19][C:18]([F:17])([F:29])[F:30])[CH:21]=4)=[CH:3][O:4][C:5]3=[CH:10][CH:9]=2)=[N:15][N:14]=1

Participants

3

Reactant 2

HCID 27343853-(Trifluoromethoxy)phenylboronic Acid (contains varying amounts of Anhydride)HCID 686630993-Bromo-5-(5-methyl-1,3,4-oxadiazol-2-yl)furo[3,2-b]pyridine

Product 1

HCID 68663226HCID 68663226, compoundYield 57%

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 [3-(trifluoromethoxy)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 57%) was obtained as colorless crystals.

Sources & evidence

ORD record
ord-a8077bc675b741fdba651d222b76cad7
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Reaction notes

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