Methyl 3-bromo-1-benzofuran-5-carboxylate → Methyl 3-[3-chloro-4-(methylthio)phenyl]-1-benzofuran-5-carboxylate

HRID 452641Notes

Reaction equation

HRID 452641 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.[Cl:15][C:16]1[CH:17]=[C:18](B(O)O)[CH:19]=[CH:20][C:21]=1[S:22][CH3:23]>>[Cl:15][C:16]1[CH:17]=[C:18]([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:20][C:21]=1[S:22][CH3:23]

Participants

3

Reactant 2

HCID 22481688Methyl 3-bromo-1-benzofuran-5-carboxylateHCID 686641083-Chloro-4-(methylthio)phenylboronic acid

Product 1

HCID 68664546Methyl 3-[3-chloro-4-(methylthio)phenyl]-1-benzofuran-5-carboxylateYield 84%

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-chloro-4-(methylthio)phenyl]boronic acid instead of (4-methoxyphenyl)boronic acid, the title compound (yield 84%) was obtained as colorless crystals.

Sources & evidence

ORD record
ord-99d7adfc29684dd58035a7aa3dc07f02
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Reaction notes

Loading…