1-Bromo-3-methylbutane → HCID 60746897, compound

HRID 1948191Notes

Reaction equation

HRID 1948191 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5](=[O:8])[NH:6][CH:7]=1.[CH2:9](Br)[CH2:10][CH:11]([CH3:13])[CH3:12]>C(#N)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5](=[O:8])[N:6]([CH2:9][CH2:10][CH:11]([CH3:13])[CH3:12])[CH:7]=1

Participants

4

Reactant 2

HCID 78911-Bromo-3-methylbutaneHCID 5995285-Bromo-2-hydroxypyridine

Product 1

HCID 60746897HCID 60746897, compoundYield 62,300%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

According to Scheme 1 Step 2: The title compound was prepared from 5-bromopyridin-2(1H)-one (1 eq, 0.01 mol, 1.73 g) and 1-isopentylbromide (1 eq, 0.01 mmol, 1.51 g) according to the procedure described for Example 1 Step 2. Reaction conditions: 3 hours under reflux in acetonitrile. The crude product was purified by flash chromatography over silica gel (AIT Flashsmart prepacked column SiO2) using CH2Cl2/AcOEt (80/20) as the eluent to afford 5-bromo-1-isopentylpyridin-2(1H)-one (6.23 mmol, 1.52 g, 62%) as a brown oil.

Workup

  1. customReaction conditions
  2. customThe crude product was purified by flash chromatography over silica gel (AIT Flashsmart prepacked column SiO2)

Sources & evidence

ORD record
ord-06737a7605904bcf90f7c3b0d9b471a0
Source dataset
uspto-grants-2013_03
Patent number
US08399493B2

Reaction notes

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