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

HRID 2116600Notes

Reaction equation

HRID 2116600 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-fab878cb16f74ac1a4f79a9c129d2b4b
Source dataset
uspto-grants-2008_10
Patent number
US07439257B2

Reaction notes

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