1-Bromo-3-chloropropane → HCID 67188055, compound

HRID 30460Notes

Reaction equation

HRID 30460 reaction equation
[N:1]1([CH2:7][C:8]2[N:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Br[CH2:16][CH2:17][CH2:18][Cl:19].C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[Cl:19][CH2:18][CH2:17][CH2:16][O:14][C:11]1[CH:10]=[CH:9][C:8]([CH2:7][N:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)=[N:13][CH:12]=1

Participants

5

Reactant 3

HCID 80061-Bromo-3-chloropropaneHCID 11430Potassium CarbonateHCID 445154576-Piperidin-1-ylmethyl-pyridin-3-ol

Product 1

HCID 67188055HCID 67188055, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

A solution of 6-piperidin-1-ylmethyl-pyridin-3-ol (0.225 g, 1.17 mmol), 1-bromo-3-chloro propane (0.23 mL, 2.34 mmol), and K2CO3 (0.483 g, 3.50 mmol) in acetone (10 mL) was heated to reflux temperature. After 10 h the reaction mixture was cooled to rt, diluted with acetone (50 mL) and filtered through a pad of diatomaceous earth. The filtrate was concentrated, giving the crude title compound as an oil (0.250 g, 80%).

Workup

  1. temperatureto reflux temperature
  2. filtrationfiltered through a pad of diatomaceous earth
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-5f783c762dff4c9ba683475723cb2228
Source dataset
uspto-grants-2008_09
Patent number
US07423147B2

Reaction notes

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