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

HRID 333080ノート

反応式

HRID 333080 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-49334b400c5c4528af3ad05d34d0f595
出典データセット
uspto-grants-2014_11
特許番号
US08877934B2

反応ノート

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