Triethylamine → (E)-3-methyl-N-[2-[(2-methyl-4-quinolyl)amino]ethyl]but-1-ene-1-sulfonamide

HRID 333080노트

반응식

HRID 333080 반응식
[CH3:1][C:2]1[CH:11]=[C:10]([NH:12][CH2:13][CH2:14][NH2:15])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.C(N(CC)CC)C.[CH3:23][CH:24]([CH3:31])/[CH:25]=[CH:26]/[S:27](Cl)(=[O:29])=[O:28]>C(#N)C.ClCCl>[CH3:23][CH:24]([CH3:31])/[CH:25]=[CH:26]/[S:27]([NH:15][CH2:14][CH2:13][NH:12][C:10]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=[C:2]([CH3:1])[CH:11]=1)(=[O:29])=[O:28]

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 6471895N1-(2-Methylquinolin-4-yl)ethane-1,2-diamineHCID 86691168(E)-3-Methylbut-1-ene-1-sulfonyl chloride

생성물 1

HCID 56947602(E)-3-methyl-N-[2-[(2-methyl-4-quinolyl)amino]ethyl]but-1-ene-1-sulfonamide수율 41.3%

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 6344Dichloromethane용매

실험 절차

To a solution of N1-(2-methylquinolin-4-yl)ethane-1,2-diamine (161 mg, 0.800 mmol) and triethylamine (0.350 ml, 2.51 mmol) in acetonitrile (5 ml) was added a solution of (E)-3-methylbut-1-ene-1-sulfonyl chloride (102 mg of step D) in dichloromethane (1 ml). The mixture was stirred 30 minutes at room temperature, concentrated under reduced pressure and the residue was purified by column chromatography over aluminum oxide using a gradient of methanol (2-10%) in dichloromethane to yield 83 mg of an off-white foam (0.25 mmol; 13% over 4 steps).

후처리

  1. concentrationconcentrated under reduced pressure
  2. customthe residue was purified by column chromatography over aluminum oxide using a gradient of methanol (2-10%) in dichloromethane

출처 및 근거

ORD 기록
ord-49334b400c5c4528af3ad05d34d0f595
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08877934B2

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