Dichloromethane → Butyl 4-(methylsulfonamido)piperidine-1-carboxylate

HRID 1844862노트

반응식

HRID 1844862 반응식
[NH2:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8]([O:10][CH2:11][CH2:12][CH2:13][CH3:14])=[O:9])[CH2:4][CH2:3]1.[CH3:15][S:16](Cl)(=[O:18])=[O:17].CCN(C(C)C)C(C)C.ClCCl>O>[CH3:15][S:16]([NH:1][CH:2]1[CH2:3][CH2:4][N:5]([C:8]([O:10][CH2:11][CH2:12][CH2:13][CH3:14])=[O:9])[CH2:6][CH2:7]1)(=[O:18])=[O:17]

참가 물질

6

반응물 4

HCID 6344DichloromethaneHCID 31297Methanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 23025360HCID 23025360, 화합물

생성물 1

HCID 86700931Butyl 4-(methylsulfonamido)piperidine-1-carboxylate수율 96%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

In a dried reaction flask, butyl 4-aminopiperidine-1-carboxylate (2.0 g, 10.0 mmol), methanesulfonyl chloride (0.77 mL, 10 mmol), and DIEA (2.6 mL, 15 mmol) were added to dichloromethane (40 mL). The mixture was stirred under an ice-water bath for 2 hr. LC-MS showed that the product was formed and the reactants vanished. The solution was concentrated under reduced pressure to produce a yellow oil. Water was added and the mixture was extracted with ethyl acetate. The organic phase was washed with water and brine, dried over anhydrous sodium sulfate, and was purified with silica-gel column chromatography (ethyl acetate:petroleum ether=1:2) to obtain a white solid (2.67 g) in 96.0% yield.

후처리

  1. customwas formed
  2. concentrationThe solution was concentrated under reduced pressure
  3. customto produce a yellow oil
  4. extractionthe mixture was extracted with ethyl acetate
  5. washThe organic phase was washed with water and brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. customwas purified with silica-gel column chromatography (ethyl acetate:petroleum ether=1:2)

출처 및 근거

ORD 기록
ord-c7aa5ea2f5b54b7196d7925e5472c681
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08946279B2

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