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Triethylamine → 2-[(Methanesulfonyl-methyl-amino)-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

HRID 2403410
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HRID 2403410 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][CH:9]1[CH2:13][NH:14][CH3:15])=[O:7])([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[CH3:23][S:24](Cl)(=[O:26])=[O:25]>ClCCl>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][CH:9]1[CH2:13][N:14]([S:24]([CH3:23])(=[O:26])=[O:25])[CH3:15])=[O:7])([CH3:4])([CH3:3])[CH3:2]
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 53346604Tert-butyl 2-((methylamino)methyl)pyrrolidine-1-carboxylate

생성물 1

HCID 666177342-[(Methanesulfonyl-methyl-amino)-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 2-methylaminomethyl-pyrrolidine-1-carboxylic acid tert-butyl ester (500 mg) in dichloromethane (10 mL) at room temperature was added triethylamine (0.36 mL) and methanesulphonyl chloride (0.20 mL). The reaction mixture was stirred at room temperature for 4 h and then partitioned between dichloromethane (20 mL) and saturated aqueous sodium bicarbonate solution (30 mL). The combined organics were washed with brine (30 mL), dried (MgSO4), reduced in vacuo and purified by column chromatography to give 2-[(methanesulfonyl-methyl-amino)-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester as a white solid (0.63 g).

후처리

  1. custompartitioned between dichloromethane (20 mL) and saturated aqueous sodium bicarbonate solution (30 mL)
  2. washThe combined organics were washed with brine (30 mL)
  3. dry with materialdried (MgSO4)
  4. custompurified by column chromatography

출처 및 근거

ORD 기록
ord-16ca3788cbf24e789ff63834d8148243
출처 데이터셋
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08802670B2

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