4-(Methylthio)phenylboronic acid → Methyl 3-[4-(methylthio)phenyl]benzo[b]thiophene-5-carboxylate

HRID 452671Notes

Reaction equation

HRID 452671 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[S: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[S:4][CH:3]=2)=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 27339594-(Methylthio)phenylboronic acidHCID 59509366HCID 59509366, compound

Product 1

HCID 44482296Methyl 3-[4-(methylthio)phenyl]benzo[b]thiophene-5-carboxylateYield 76%

Procedure

In the same manner as in Reference Example 19 and using methyl 3-bromo-1-benzothiophene-5-carboxylate instead of methyl 3-iodoimidazo[1,2-a]pyridine-6-carboxylate and [4-(methylthio)phenyl]boronic acid instead of (4-methoxyphenyl)boronic acid, the title compound (yield 76%) was obtained as colorless crystals.

Sources & evidence

ORD record
ord-7c64d3489f4c4949b043ed88178e9bce
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Reaction notes

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