Potassium Carbonate → 6-Bromo-2-pyrrolidin-1-ylmethyl-quinoline

HRID 1916628

Reaction equation

HRID 1916628 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([CH2:12]Br)[CH:6]=[CH:5]2.[NH:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1.C([O-])([O-])=O.[K+].[K+]>C(#N)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([CH2:12][N:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1)[CH:6]=[CH:5]2

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 31268PyrrolidineHCID 589705326-Bromo-2-(bromomethyl)quinoline

Product 1

HCID 673647966-Bromo-2-pyrrolidin-1-ylmethyl-quinoline

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

4.60 g (15.28 mmol) 6-bromo-2-bromomethyl-quinoline are added to a solution of 1.40 mL (16.8 mmol) pyrrolidine and 6.34 g (45.9 mmol) K2CO3 in 50 mL acetonitrile. The reaction is stirred overnight at RT and then the inorganic salts are filtered off. The organic phase is washed with water and the aqueous phase is extracted with EtOAc. The combined organic extracts are dried over MgSO4 and the solvent is eliminated i.vac.

Workup

  1. filtrationthe inorganic salts are filtered off
  2. washThe organic phase is washed with water
  3. extractionthe aqueous phase is extracted with EtOAc
  4. dry with materialThe combined organic extracts are dried over MgSO4

Sources & evidence

ORD record
ord-e81953fcf971414f8406f0421b472477
Source dataset
uspto-grants-2013_12
Patent number
US08618132B2

Linked notes

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