Diisopropylethylamine → Ethyl 2-(4-methyl-3-oxopiperazin-1-yl)-2-phenylacetate

HRID 404641노트

반응식

HRID 404641 반응식
CCN(C(C)C)C(C)C.Cl.[CH3:11][N:12]1[CH2:17][CH2:16][NH:15][CH2:14][C:13]1=[O:18].Br[CH:20]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:21]([O:23][CH2:24][CH3:25])=[O:22]>C(#N)C>[CH3:11][N:12]1[CH2:17][CH2:16][N:15]([CH:20]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH2:14][C:13]1=[O:18]

참가 물질

5

반응물 3

HCID 81531Diisopropylethylamine2회HCID 97780Ethyl bromophenylacetateHCID 170607661-Methylpiperazin-2-one--hydrogen chloride (1/1)

생성물 1

HCID 86688901Ethyl 2-(4-methyl-3-oxopiperazin-1-yl)-2-phenylacetate수율 75.3%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

DIPEA (0.52 ml, 2.96 mmol) and 1-methylpiperazin-2-one hydrochloride (0.22 g, 1.48 mmol) were sequentially added to a solution of ethyl 2-bromo-2-phenylacetate (0.22 ml, 1.23 mmol) in acetonitrile (4 ml). The reaction was stirred at room temperature for 1.5 hours. DIPEA (0.13 ml, 0.74 mmol) was added again and the reaction was stirred at room temperature overnight. The solvent was evaporated and the crude was purified by flash chromatography (DCM/Acetone=9/1) to obtain ethyl 2-(4-methyl-3-oxopiperazin-1-yl)-2-phenylacetate (256 mg, 75% yield) as a yellow oil.

후처리

  1. stirringthe reaction was stirred at room temperature overnight
  2. customThe solvent was evaporated
  3. customthe crude was purified by flash chromatography (DCM/Acetone=9/1)

출처 및 근거

ORD 기록
ord-f849d05d494e406c90618584cd5db001
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08748613B2

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