4-(Methylthio)phenylboronic acid → Methyl 3-[4-(methylthio)phenyl]-1-benzofuran-5-carboxylate

HRID 452638Notes

Reaction equation

HRID 452638 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.[CH3:15][S:16][C:17]1[CH:22]=[CH:21][C:20](B(O)O)=[CH:19][CH:18]=1>>[CH3:15][S:16][C:17]1[CH:22]=[CH:21][C:20]([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:19][CH:18]=1

Participants

3

Reactant 2

HCID 27339594-(Methylthio)phenylboronic acidHCID 22481688Methyl 3-bromo-1-benzofuran-5-carboxylate

Product 1

HCID 44482027Methyl 3-[4-(methylthio)phenyl]-1-benzofuran-5-carboxylateYield 92%

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 4-(methylthio)phenylboronic acid instead of (4-methoxyphenyl)boronic acid, the title compound (yield 92%) was obtained as colorless crystals.

Sources & evidence

ORD record
ord-a4d66102a7ea47b59eab07558e873a3c
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Reaction notes

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