Dichloromethane → Cis-N-[2-Methyl-1-(pyridine-3-carbonyl)-1,2,3,4-tetrahydroquinolin-4-yl]-N-phenyl-acetamide

HRID 1352503ノート

反応式

HRID 1352503 の反応式
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[N:4][CH:3]=1.[CH3:10][CH:11]1[CH2:20][CH:19]([N:21]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:22](=[O:24])[CH3:23])[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[NH:12]1.C(N(C(C)C)C(C)C)C.ClCCl>O1CCOCC1>[CH3:10][C@H:11]1[CH2:20][C@@H:19]([N:21]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:22](=[O:24])[CH3:23])[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[N:12]1[C:1]([C:2]1[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=1)=[O:8]

参加物

6

反応物 4

HCID 6344DichloromethaneHCID 81531DiisopropylethylamineHCID 82604Nicotinoyl chlorideHCID 2837129N-(2-methyl-1,2,3,4-tetrahydroquinolin-4-yl)-N-phenylacetamide

生成物 1

HCID 69425438Cis-N-[2-Methyl-1-(pyridine-3-carbonyl)-1,2,3,4-tetrahydroquinolin-4-yl]-N-phenyl-acetamide

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

Nicotinoyl chloride (1.1 eq) was added to a solution of N-(2-methyl-1,2,3,4-tetrahydroquinolin-4-yl)-N-phenylacetamide (100 mg) and N-ethyl-N,N-diisopropylamine (2.2 eq) in dioxane (1 ml). The mixture was stirred overnight at room temperature. Dichloromethane was added and the organic layer was washed by water and sodium carbonate solution and dried over sodium sulfate. The solvent was removed and the mixture was purified by chromatography on silica gel (dichloromethane and ethanol (99:1)) to afford the title compound (30 mg).

後処理

  1. washthe organic layer was washed by water and sodium carbonate solution
  2. dry with materialdried over sodium sulfate
  3. customThe solvent was removed
  4. customthe mixture was purified by chromatography on silica gel (dichloromethane and ethanol (99:1))

出典と根拠

ORDレコード
ord-0d3e24c587bd42deab3a75a86b6169e3
出典データセット
uspto-grants-2007_05
特許番号
US07220760B2

反応ノート

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