Benzyl Bromide → Tert-butyl 4-benzyl-3-oxopiperazine-1-carboxylate

HRID 38299

반응식

HRID 38299 반응식
[H-].[Na+].[C:3]([N:10]1[CH2:15][CH2:14][NH:13][C:12](=[O:16])[CH2:11]1)([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])=[O:4].[CH2:17](Br)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>CN(C=O)C>[O:16]=[C:12]1[N:13]([CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:14][CH2:15][N:10]([C:3]([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])=[O:4])[CH2:11]1

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 3157178Tert-butyl 3-oxopiperazine-1-carboxylate

생성물 1

HCID 10891590Tert-butyl 4-benzyl-3-oxopiperazine-1-carboxylate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Sodium hydride (88 mg, 60% wt.) was added portionwise to a solution of 4-BOC-piperazinone (400 mg) in DMF (10 ml). The reaction mixture was stirred for 1 h, and then benzyl bromide (262 μl) was added dropwise and the mixture stirred at room temp for 16 h. The reaction was quenched with methanol and diluted with water, and then extracted with EtOAC. The organic extracts were concentrated in vacuo and the residue was purified by chromatography (silica, 20% ether/hexane as eluent) to give the sub-title compound (429 mg).

후처리

  1. stirringthe mixture stirred at room temp for 16 h
  2. customThe reaction was quenched with methanol
  3. additiondiluted with water
  4. extractionextracted with EtOAC
  5. concentrationThe organic extracts were concentrated in vacuo
  6. customthe residue was purified by chromatography (silica, 20% ether/hexane as eluent)

출처 및 근거

ORD 기록
ord-986826fa224b44c498e4e63b28714e72
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524715B2

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