Methylamine → 2-(Methylamino)-2-oxoethyl 4-[(4-bromophenyl)oxy]-1-piperidinecarboxylate

HRID 912734Notes

Reaction equation

HRID 912734 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH:9]2[CH2:14][CH2:13][N:12]([C:15]([O:17][CH2:18][C:19]([O:21]CC)=O)=[O:16])[CH2:11][CH2:10]2)=[CH:4][CH:3]=1.[CH3:24][NH2:25]>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH:9]2[CH2:14][CH2:13][N:12]([C:15]([O:17][CH2:18][C:19]([NH:25][CH3:24])=[O:21])=[O:16])[CH2:11][CH2:10]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 6329MethylamineHCID 674168332-(Ethyloxy)-2-oxoethyl 4-[(4-bromophenyl)oxy]-1-piperidinecarboxylate

Product 1

HCID 674158442-(Methylamino)-2-oxoethyl 4-[(4-bromophenyl)oxy]-1-piperidinecarboxylate

Procedure

2.9 g (7.5 mmol) of 2-(ethyloxy)-2-oxoethyl 4-[(4-bromophenyl)oxy]-1-piperidinecarboxylate, prepared in Step 4.3., in solution in 10 ml of a 33% ethanolic solution of methylamine are stirred at ambient temperature for 20 hours. Following evaporation, the product is purified by chromatography on silica gel, eluting with ethyl acetate, to give 0.8 g of product in gum form, which is used as it is in the following step.

Workup

  1. customevaporation
  2. customthe product is purified by chromatography on silica gel
  3. washeluting with ethyl acetate

Sources & evidence

ORD record
ord-27f9e15ea5624eccafd8f154c9ede0c5
Source dataset
uspto-grants-2011_09
Patent number
US08026258B2

Reaction notes

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