3-Fluorophenylboronic acid → HCID 67000175, compound

HRID 561049Notes

Reaction equation

HRID 561049 reaction equation
Br[C:2]1[C:11]2[C:6](=[CH:7][C:8]([N+:12]([O-:14])=[O:13])=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[S:15]([C:18]1[CH:23]=[CH:22][C:21]([F:24])=[C:20]([F:25])[CH:19]=1)(=[O:17])=[O:16].[F:26][C:27]1[CH:28]=[C:29](B(O)O)[CH:30]=[CH:31][CH:32]=1>>[F:25][C:20]1[CH:19]=[C:18]([S:15]([C:3]2[CH:4]=[N:5][C:6]3[C:11]([C:2]=2[C:31]2[CH:30]=[CH:29][CH:28]=[C:27]([F:26])[CH:32]=2)=[CH:10][CH:9]=[C:8]([N+:12]([O-:14])=[O:13])[CH:7]=3)(=[O:17])=[O:16])[CH:23]=[CH:22][C:21]=1[F:24]

Participants

3

Reactant 2

HCID 27339863-Fluorophenylboronic acidHCID 670003164-Bromo-3-(3,4-difluoro-benzenesulfonyl)-7-nitro-quinoline

Product 1

HCID 67000175HCID 67000175, compoundYield 56.7%

Procedure

The title compound was prepared applying the procedure described in Example 7 from 4-Bromo-3-(3,4-difluoro-benzenesulfonyl)-7-nitro-quinoline (0.53 g, 1.23 mmol) and 3-fluorophenylboronic acid (0.21 g, 1.5 mmol). The crude product was purified by column chromatography on silica gel (Kieselgel 60, eluent: chloroform) and crystallized from methanol to obtain 0.31 g of the title compound in 57% yield.

Workup

  1. customThe title compound was prepared
  2. customThe crude product was purified by column chromatography on silica gel (Kieselgel 60, eluent: chloroform)
  3. customcrystallized from methanol

Sources & evidence

ORD record
ord-9ade1c25f6524da7b4add0a2221d0005
Source dataset
uspto-grants-2011_11
Patent number
US08063220B2

Reaction notes

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