3-Bromo-5-fluoropyridine → N-tert-Butyl-4-(5-fluoro-pyridin-3-yl)-3-methyl-benzenesulfonamide

HRID 252271

Reaction equation

HRID 252271 reaction equation
B(O)O.[C:4]([NH:8][S:9]([C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([CH3:18])[CH:13]=1)(=[O:11])=[O:10])([CH3:7])([CH3:6])[CH3:5].Br[C:20]1[CH:21]=[C:22]([F:26])[CH:23]=[N:24][CH:25]=1>>[C:4]([NH:8][S:9]([C:12]1[CH:17]=[CH:16][C:15]([C:20]2[CH:25]=[N:24][CH:23]=[C:22]([F:26])[CH:21]=2)=[C:14]([CH3:18])[CH:13]=1)(=[O:10])=[O:11])([CH3:7])([CH3:6])[CH3:5]

Participants

3

Reactant 2

HCID 8202063-Bromo-5-fluoropyridineHCID 178425957HCID 178425957, compound

Product 1

HCID 66857458N-tert-Butyl-4-(5-fluoro-pyridin-3-yl)-3-methyl-benzenesulfonamideYield 56.5%

Procedure

This compound was prepared analogous to Example 52, starting from N-tert-butyl-3-methyl-benzenesulfonamide boronic acid (0.5 g, 1.84 mmol) and 5-bromo-3-fluoropyridine (357 mg, 2.03 mmol, 1.1 equiv.) After purification on silica-gel with n-heptane/ethyl acetate, 335 mg of the title compound were obtained as a light yellow solid MS (ES): m/e 321.1 (M−H)

Workup

  1. customThis compound was prepared analogous to Example 52
  2. customAfter purification on silica-gel with n-heptane/ethyl acetate

Sources & evidence

ORD record
ord-98622a2de9ac482d8e71844938101c23
Source dataset
uspto-grants-2011_01
Patent number
US07868030B2

Linked notes

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