2-Bromo-6-(fluoromethyl)pyridine → HCID 66598041, compound

HRID 334707Notes

Reaction equation

HRID 334707 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][F:9])[N:3]=1.[CH2:10]([C:14]1[C:23]([CH3:24])=[N:22][C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[N:15]=1)[CH2:11][C:12]#[CH:13]>>[F:9][CH2:8][C:4]1[N:3]=[C:2]([C:13]#[C:12][CH2:11][CH2:10][C:14]2[C:23]([CH3:24])=[N:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[N:15]=2)[CH:7]=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 102416102-Bromo-6-(fluoromethyl)pyridineHCID 86086810HCID 86086810, compound

Product 1

HCID 66598041HCID 66598041, compoundYield 16,153.8%

Procedure

The title compound was prepared in accordance with the general method of Example 1, from 2-bromo-6-(fluoromethyl)-pyridine (24 mg, 0.13 mmol) and 2-but-3-ynyl-3-methyl-quinoxaline (25 mg, 0.13 mmol). Reaction time: 14 hours. The crude residue was purified by preparative chromatography plate (Et2O/pentane 7:3) to yield 6.4 mg (21 mmol, 13%) of 2-(4-(6-(fluoromethyl)pyridin-2-yl)but-3-ynyl)-3-methylquinoxaline as a yellow solid.

Workup

  1. customReaction time
  2. custom14 hours
  3. customThe crude residue was purified by preparative chromatography plate (Et2O/pentane 7:3)

Sources & evidence

ORD record
ord-3291e02838924ce7b747beb16132f415
Source dataset
uspto-grants-2014_11
Patent number
US08883826B2

Reaction notes

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