4-Fluorophenylboronic acid → HCID 66597850, compound

HRID 422527Notes

Reaction equation

HRID 422527 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5](=[O:18])[N:6]([CH2:8][CH2:9][C:10]#[C:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)[CH:7]=1.[F:19][C:20]1[CH:25]=[CH:24][C:23](B(O)O)=[CH:22][CH:21]=1>>[F:19][C:20]1[CH:25]=[CH:24][C:23]([C:2]2[CH:3]=[CH:4][C:5](=[O:18])[N:6]([CH2:8][CH2:9][C:10]#[C:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=3)[CH:7]=2)=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 2856454-Fluorophenylboronic acidHCID 66598429HCID 66598429, compound

Product 1

HCID 66597850HCID 66597850, compoundYield 35.6%

Procedure

The title compound was prepared in accordance with the general method of Example 83, from 5-bromo-1-(4-pyridin-2-yl-but-3-ynyl)-1H-pyridin-2-one (50 mg, 0.16 mmol) and 4-fluorophenylboronic acid (35 mg, 0.25 mmol). The crude residue was purified by flash chromatography (cyclohexane/AcOEt 9:1) to yield 18 mg (57 μmol, 34%) of 5-(4-fluoro-phenyl)-1-(4-pyridin-2-yl-but-3-ynyl)-1H-pyridin-2-one.

Workup

  1. customThe crude residue was purified by flash chromatography (cyclohexane/AcOEt 9:1)

Sources & evidence

ORD record
ord-56aa22c0a8664916932c88513fe1cdd3
Source dataset
uspto-grants-2012_01
Patent number
US08101637B2

Reaction notes

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