Triethylamine → 3-Ethynyl-1-(propane-2-sulfonyl)piperidine

HRID 1521935

반응식

HRID 1521935 반응식
[C:1]([CH:3]1[CH2:8][CH2:7][CH2:6][NH:5][CH2:4]1)#[CH:2].C(N(CC)CC)C.[CH3:16][CH:17]([S:19](Cl)(=[O:21])=[O:20])[CH3:18]>ClCCl>[C:1]([CH:3]1[CH2:8][CH2:7][CH2:6][N:5]([S:19]([CH:17]([CH3:18])[CH3:16])(=[O:21])=[O:20])[CH2:4]1)#[CH:2]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 824082-Propanesulfonyl chlorideHCID 219638583-Ethynylpiperidine

생성물 1

HCID 904115943-Ethynyl-1-(propane-2-sulfonyl)piperidine

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of Example 10A (500 mg, 4.58 mmol) in dichloromethane (10 mL) was added triethylamine (2.55 mL, 18.32 mmol) followed by propane-2-sulfonyl chloride (1.306 g, 9.16 mmol) and the mixture was stirred for 3 hours. The mixture was concentrated and the residue was dissolved in ethyl acetate, washed with water and brine, dried over anhydrous sodium sulfate, filtered, and concentrated. Purification by column chromatography (silica gel, 30% ethyl acetate in hexane) afforded the title compound. LCMS: 216.2 (M+H-Boc)+.

후처리

  1. concentrationThe mixture was concentrated
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washwashed with water and brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customPurification by column chromatography (silica gel, 30% ethyl acetate in hexane)

출처 및 근거

ORD 기록
ord-b8806f98aaf7449fae4f26dfec97ece2
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073922B2

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