Ethyl [(phenoxycarbonyl)oxy]acetate → 2-(Ethyloxy)-2-oxoethyl 4-(5-bromo-2-pyridyl)-1-piperazinecarboxylate

HRID 2246199Notes

Reaction equation

HRID 2246199 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[N:6][CH:7]=1.C1([O:20][C:21]([O:23][CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26])=O)C=CC=CC=1>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH2:9][CH2:10][N:11]([C:21]([O:23][CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26])=[O:20])[CH2:12][CH2:13]2)=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 12094709Ethyl [(phenoxycarbonyl)oxy]acetateHCID 164142271-(5-Bromopyridin-2-yl)piperazine

Product 1

HCID 602095502-(Ethyloxy)-2-oxoethyl 4-(5-bromo-2-pyridyl)-1-piperazinecarboxylate

Procedure

The process is performed as described in Example 1 (step 1.2.). Starting with 6 g (24.80 mmol) of 1-(5-bromo-2-pyridyl)piperazine, obtained in step 3.2., and 10.88 g (48.52 mmol) of ethyl [(phenyloxycarbonyl)oxy]acetate, prepared in step 1.1. of Example 1, and after chromatography on silica gel, eluting with a 15/85 and then 30/70 mixture of ethyl acetate and cyclohexane, 6.70 g of product are obtained in the form of an oil that crystallizes to a white solid.

Workup

  1. customobtained in step 3.2
  2. washof Example 1, and after chromatography on silica gel, eluting with a 15/85
  3. addition30/70 mixture of ethyl acetate and cyclohexane, 6.70 g of product
  4. customare obtained in the form of an oil that
  5. customcrystallizes to a white solid

Sources & evidence

ORD record
ord-a4429f434d5f4c1bbdbfc62f2672818a
Source dataset
uspto-grants-2010_03
Patent number
US07687503B2

Reaction notes

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