2-Chlorophenylboronic acid → Methyl 3-(2-chlorophenyl)-1-benzofuran-5-carboxylate

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:21]=[CH:20][CH:19]=[CH:18][C:17]=1B(O)O>>[Cl:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[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

Participants

Reactant 2

HCID 27343222-Chlorophenylboronic acid

HCID 22481688Methyl 3-bromo-1-benzofuran-5-carboxylate

Product 1

HCID 68664035Methyl 3-(2-chlorophenyl)-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 (2-chlorophenyl)boronic acid instead of (4-methoxyphenyl)boronic acid, the title compound (yield 92%) was obtained as colorless crystals.

Sources & evidence

ORD record: ord-6eaef7fa2f744b788152db4ae56bda4b
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08492378B2

Reaction notes

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