Diisopropylethylamine → (1-(1-Methyl-1H-Imidazol-4-ylsulfonyl)Piperidin-4-yl)(Phenyl)Methanone

HRID 2089105노트

반응식

HRID 2089105 반응식
Cl.[C:2]([CH:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1)(=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.CCN(C(C)C)C(C)C.[CH3:25][N:26]1[CH:30]=[C:29]([S:31](Cl)(=[O:33])=[O:32])[N:28]=[CH:27]1>C(Cl)Cl>[CH3:25][N:26]1[CH:30]=[C:29]([S:31]([N:13]2[CH2:14][CH2:15][CH:10]([C:2]([C:3]3[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=3)=[O:9])[CH2:11][CH2:12]2)(=[O:33])=[O:32])[N:28]=[CH:27]1

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 27244374-Benzoylpiperidine hydrochlorideHCID 27368871-methyl-1H-imidazole-4-sulfonyl chloride

생성물 1

HCID 59529790(1-(1-Methyl-1H-Imidazol-4-ylsulfonyl)Piperidin-4-yl)(Phenyl)Methanone수율 93%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 4-benzoylpiperidine hydrochloride (1.50 g, 6.64 mmol) and DIPEA (2.74 mL, 15.3 mmol) in CH2Cl2 (35 mL) was added 1-methylimidazole-4-sulfonyl chloride (1.31 g, 7.31 mmol) and stirred for 18 h. The reaction was washed with 2 N NaOH (30 mL), dried over MgSO4 and concentrated under vacuum to afford 4 as a white solid (2.05 g, 93%); 1H-nmr (400 MHz, CDCl3) δ 7.81-7.78 (m, 2H), 7.52-7.36 (m, 5H), 3.86-3.78 (m, 2H), 3.71 (s, 3H), 3.26-3.17 (m, 1H), 2.82 (td, J=11.0, 3.0 Hz, 2H), 1.92-1.84 (m, 4H); m/z 334.0 [M+H].

후처리

  1. washThe reaction was washed with 2 N NaOH (30 mL)
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-a1b0d6cb658145eeb0b4e923f6234697
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08436019B2

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