Bromoacetyl bromide → HCID 22226287, compound

HRID 968341Notes

Reaction equation

HRID 968341 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([NH:8][CH3:9])[CH2:4][CH2:3]1.[Br:10][CH2:11][C:12](Br)=[O:13]>CN(C)C=O.C(Cl)(Cl)Cl>[BrH:10].[CH3:9][N:8]([CH:5]1[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]1)[C:12](=[O:13])[CH2:11][Br:10]

Participants

5

Reactant 2

HCID 61147Bromoacetyl bromideHCID 5663231-Methyl-4-(methylamino)piperidine

Product 1

HCID 22226287HCID 22226287, compoundYield 412%

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
5 °C

Procedure

1.45 g of 1-methyl-4-methylaminopiperidine in 30 cm3 of dry dimethylformamide are placed in a three-necked flask maintained under nitrogen at 5° C. and then 0.95 g of bromoacetyl bromide dissolved in 10 cm3 of chloroform is added over 1 hour. After 18 hours at room temperature, the reaction mixture is concentrated, the residue taken up in 30 cm3 of ether and then stirred for 3 hours. The resulting solid is filtered, washed with ether and then dried under reduced pressure (2.7 kPa) to give 3.2 g of N-methyl-N-(1-methylpiperid-4-yl)-bromoacetamide hydrobromide in the form of a pale-yellow solid which is used as it is.

Workup

  1. additionis added over 1 hour
  2. concentrationthe reaction mixture is concentrated
  3. filtrationThe resulting solid is filtered
  4. washwashed with ether
  5. customdried under reduced pressure (2.7 kPa)

Sources & evidence

ORD record
ord-4f097f997b3f4d4294c94486ed4c792e
Source dataset
uspto-grants-2005_10
Patent number
US06958383B2

Reaction notes

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