2-(Methylsulfinyl)phenylboronic acid → 4-Chloro-5,7-difluoro-3-methyl-2-(2-(methylsulfinyl)phenyl)quinoline

HRID 1431636Notes

Reaction equation

HRID 1431636 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:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1B(O)O)=[O:18]>>[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:20]2[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=2[S:17]([CH3:16])=[O:18])[C:11]=1[CH3:12]

Participants

3

Reactant 2

HCID 27735292-(Methylsulfinyl)phenylboronic acidHCID 596310402,4-Dichloro-5,7-difluoro-3-methylquinoline

Product 1

HCID 596315004-Chloro-5,7-difluoro-3-methyl-2-(2-(methylsulfinyl)phenyl)quinoline

Procedure

Essentially prepared according to Procedure F using 2,4-dichloro-5,7-difluoro-3-methylquinoline (250 mg, 1.00 mmol) and 2-(methylsulfinyl)phenylboronic acid to give 4-chloro-5,7-difluoro-3-methyl-2-(2-(methylsulfinyl)phenyl)quinoline. Mass Spectrum (ESI) m/e=352.1 (M+1).

Workup

  1. customEssentially prepared

Sources & evidence

ORD record
ord-d58593f32e4a42fd81aa4185f13afa66
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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