4-Piperidinecarboxamide → 1-(3-Chloropropyl)piperidine-4-carboxamide

HRID 272830Notes

Reaction equation

HRID 272830 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]([NH2:9])=[O:8])[CH2:3][CH2:2]1.[OH-].[Na+].Br[CH2:13][CH2:14][CH2:15][Cl:16]>CC(C)=O>[Cl:16][CH2:15][CH2:14][CH2:13][N:1]1[CH2:6][CH2:5][CH:4]([C:7]([NH2:9])=[O:8])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 37724-PiperidinecarboxamideHCID 80061-Bromo-3-chloropropaneHCID 14798Sodium Hydroxide

Product 1

HCID 146154261-(3-Chloropropyl)piperidine-4-carboxamideYield 20%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Piperidine-4-carboxylic acid amide (0.5 g, 3.90 mmol), acetone (1.5 ml, 3 vol), 5M NaOH solution (1.20 ml, 1.2 eq.) and 1-bromo-3-chloropropane (0.50 ml, 5.04 mmol, 1 eq.) were reacted together according to general procedure A to give the title compound (0.16 g, 20%) as a pale yellow oil.

Sources & evidence

ORD record
ord-bc22422a73634e58997ea23b0d8921be
Source dataset
uspto-grants-2008_11
Patent number
US07456164B2

Reaction notes

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