2-(Methylthio)benzeneboronic acid → 4-Chloro-5,7-difluoro-3-methyl-2-(2-(methylthio)phenyl)quinoline

HRID 1431302Notes

Reaction equation

HRID 1431302 reaction equation
Cl[C:2]1[C:11]([CH3:12])=[C:10]([Cl:13])[C:9]2[C:4](=[CH:5][C:6]([F:15])=[CH:7][C:8]=2[F:14])[N:3]=1.[CH3:16][S:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1B(O)O>>[Cl:13][C:10]1[C:9]2[C:4](=[CH:5][C:6]([F:15])=[CH:7][C:8]=2[F:14])[N:3]=[C:2]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[S:17][CH3:16])[C:11]=1[CH3:12]

Participants

3

Reactant 2

HCID 27735432-(Methylthio)benzeneboronic acidHCID 596310402,4-Dichloro-5,7-difluoro-3-methylquinoline

Product 1

HCID 596313634-Chloro-5,7-difluoro-3-methyl-2-(2-(methylthio)phenyl)quinoline

Procedure

Prepared according to Procedure F using 2,4-dichloro-5,7-difluoro-3-methylquinoline (550 mg, 2.22 mmol) and 2-(methylthio)phenylboronic acid to give 4-chloro-5,7-difluoro-3-methyl-2-(2-(methylthio)phenyl)quinoline. Mass Spectrum (ESI) m/e=336.1 (M+1).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-e7fbcd7707154c2e9c1fd2faa8c949bf
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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