2-Bromo-6-(fluoromethyl)pyridine → HCID 66597800, compound

HRID 334786Notes

Reaction equation

HRID 334786 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][F:9])[N:3]=1.[Br:10][C:11]1[C:12]2[N:13]([CH:17]=[C:18]([CH2:20][CH2:21][C:22]#[CH:23])[N:19]=2)[CH:14]=[CH:15][CH:16]=1>>[Br:10][C:11]1[C:12]2[N:13]([CH:17]=[C:18]([CH2:20][CH2:21][C:22]#[C:23][C:2]3[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][F:9])[N:3]=3)[N:19]=2)[CH:14]=[CH:15][CH:16]=1

Participants

3

Reactant 2

HCID 102416102-Bromo-6-(fluoromethyl)pyridineHCID 86086773HCID 86086773, compound

Product 1

HCID 66597800HCID 66597800, compoundYield 10.4%

Procedure

The title compound was prepared in accordance with the general method of Example 190(F), from 2-bromo-6-(fluoromethyl)pyridine (180 mg, 0.97 mmol) and 8-bromo-2-(but-3-ynyl)-imidazo[1,2-a]pyridine (242 mg, 0.97 mmol). The crude residue was purified over silicagel chromatography (prepacked 25 g silicagel column, Cyclohexane/AcOEt: from 100/0 to 60/40 as eluent) to afford 36 mg of 8-bromo-2-(4-(6-(fluoromethyl)pyridin-2-yl)but-3-ynyl)-imidazo[1,2-a]pyridine (Yield: 10%) as a yellow oil.

Workup

  1. customThe crude residue was purified over silicagel chromatography (prepacked 25 g silicagel column, Cyclohexane/AcOEt: from 100/0 to 60/40 as eluent)

Sources & evidence

ORD record
ord-5ca9fb352174448f8390e6cf0da0bf20
Source dataset
uspto-grants-2014_11
Patent number
US08883826B2

Reaction notes

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