tert-Butyl piperazine-1-carboxylate → 4-(4-Acetyl-benzyl)-piperazine-1-carboxylic acid tert-butyl ester

HRID 885858노트

반응식

HRID 885858 반응식
[C:1]([N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].CS([CH2:18][C:19]1[CH:24]=[CH:23][C:22]([C:25](=[O:27])[CH3:26])=[CH:21][CH:20]=1)(=O)=O.ClCC1C=CC(C(=O)C)=CC=1>CC#N>[C:4]([O:3][C:1]([N:8]1[CH2:9][CH2:10][N:11]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([C:25](=[O:27])[CH3:26])=[CH:21][CH:20]=2)[CH2:12][CH2:13]1)=[O:2])([CH3:7])([CH3:6])[CH3:5]

참가 물질

5

반응물 3

HCID 143452tert-Butyl piperazine-1-carboxylate2회HCID 124348461-(4-(Chloromethyl)phenyl)ethan-1-oneHCID 670496671-[4-(Methanesulfonylmethyl)phenyl]ethanone

생성물 1

HCID 582083844-(4-Acetyl-benzyl)-piperazine-1-carboxylic acid tert-butyl ester

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

N-Boc piperazine (485 mg, 2.61 mmol) was added to a stirred solution of a mixture of 1-(4-methanesulfonylmethyl-phenyl)-ethanone, 1-(4-chloromethyl-phenyl)-ethanone (obtained in STEP A, 580 mg) and TEA (0.522 ml, 3.75 mmol) in CH3CN (5 ml). The resulting mixture was stirred at room temperature overnight and then further TEA (0.250 ml, 1.80 mmol) and N-Boc piperazine (100 mg, 0.53 mmol) were added. After 4 h the solution was partitioned between water and AcOEt, the organic phase was dried over Na2SO4 and evaporated in vacuo. The crude mixture was purified by column chromatography (eluent: petroleum ether/AcOEt 7:3 to 6:4) to give 700 mg of 4-(4-acetyl-benzyl)-piperazine-1-carboxylic acid tert-butyl ester.

후처리

  1. customAfter 4 h the solution was partitioned between water and AcOEt
  2. dry with materialthe organic phase was dried over Na2SO4
  3. customevaporated in vacuo
  4. customThe crude mixture was purified by column chromatography (eluent: petroleum ether/AcOEt 7:3 to 6:4)

출처 및 근거

ORD 기록
ord-e66ba2294a2e47ddad27b49a30aacf74
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08242175B2

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