Isocyanatocyclopropane → Ethyl [4-(4-chlorophenyl)-3-cyclopropyl-5-methyl-2-oxo-2,3-dihydro-1H-imidazol-1-yl]-acetate

HRID 660872ノート

反応式

HRID 660872 の反応式
[CH2:1]([O:3][C:4](=[O:18])[CH2:5][NH:6][CH:7]([CH3:17])[C:8]([C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=1)=O)[CH3:2].[CH:19]1([N:22]=[C:23]=[O:24])[CH2:21][CH2:20]1>O1CCCC1>[CH2:1]([O:3][C:4](=[O:18])[CH2:5][N:6]1[C:7]([CH3:17])=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=2)[N:22]([CH:19]2[CH2:21][CH2:20]2)[C:23]1=[O:24])[CH3:2]

参加物

4

反応物 2

HCID 637659IsocyanatocyclopropaneHCID 57455730N-[2-(4-chlorophenyl)-1-methyl-2-oxoethyl]-glycine ethyl ester

生成物 1

HCID 58012249Ethyl [4-(4-chlorophenyl)-3-cyclopropyl-5-methyl-2-oxo-2,3-dihydro-1H-imidazol-1-yl]-acetate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

355 mg (1.32 mmol) of N-[2-(4-chlorophenyl)-1-methyl-2-oxoethyl]-glycine ethyl ester from Example 117A are placed in 5 ml tetrahydrofuran, treated with 109 mg (1.32 mmol) of cyclopropyl isocyanate and stirred overnight at room temperature. The reaction mixture is evaporated and the residue purified by flash chromatography on silica gel (eluent: first dichloromethane, then dichloromethane/methanol 200:1→100:1). 425 mg (91% of theory) of the target compound are thus obtained.

後処理

  1. customThe reaction mixture is evaporated
  2. customthe residue purified by flash chromatography on silica gel (eluent
  3. custom425 mg (91% of theory) of the target compound are thus obtained

出典と根拠

ORDレコード
ord-11ca6f622d1c4fcfa245cc9680d0d1a1
出典データセット
uspto-grants-2011_12
特許番号
US08084481B2

反応ノート

読み込み中…