3-(Trifluoromethoxy)phenylboronic Acid (contains varying amounts of Anhydride) → Methyl 3-[3-(trifluoromethoxy)phenyl]-1-benzofuran-5-carboxylate

HRID 452648Notes

Reaction equation

HRID 452648 reaction equation
Br[C:2]1[C:6]2[CH:7]=[C:8]([C:11]([O:13][CH3:14])=[O:12])[CH:9]=[CH:10][C:5]=2[O:4][CH:3]=1.[F:15][C:16]([F:28])([F:27])[O:17][C:18]1[CH:19]=[C:20](B(O)O)[CH:21]=[CH:22][CH:23]=1>>[F:15][C:16]([F:27])([F:28])[O:17][C:18]1[CH:23]=[C:22]([C:2]2[C:6]3[CH:7]=[C:8]([C:11]([O:13][CH3:14])=[O:12])[CH:9]=[CH:10][C:5]=3[O:4][CH:3]=2)[CH:21]=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 27343853-(Trifluoromethoxy)phenylboronic Acid (contains varying amounts of Anhydride)HCID 22481688Methyl 3-bromo-1-benzofuran-5-carboxylate

Product 1

HCID 68664542Methyl 3-[3-(trifluoromethoxy)phenyl]-1-benzofuran-5-carboxylateYield 80%

Procedure

In the same manner as in Reference Example 19 and using methyl 3-bromo-1-benzofuran-5-carboxylate instead of methyl 3-iodoimidazo[1,2-a]pyridine-6-carboxylate and [3-(trifluoromethoxy)phenyl]boronic acid instead of (4-methoxyphenyl)boronic acid, the title compound (yield 80%) was obtained as colorless crystals.

Sources & evidence

ORD record
ord-e109ec9cdeb64c2d9322aaf3cb580088
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Reaction notes

Loading…