Methyl Isocyanate → N-methyl-N'-(3-(octahydroindolizin-7-yl)-1H-indol-5-yl)urea

HRID 363334ノート

反応式

HRID 363334 の反応式
[CH3:1][N:2]=[C:3]=[O:4].[CH2:5]1[CH:13]2[N:8]([CH2:9][CH2:10][CH:11]([C:14]3[C:22]4[C:17](=[CH:18][CH:19]=[C:20]([NH2:23])[CH:21]=4)[NH:16][CH:15]=3)[CH2:12]2)[CH2:7][CH2:6]1>CN(C)C=O>[CH3:1][NH:2][C:3]([NH:23][C:20]1[CH:21]=[C:22]2[C:17](=[CH:18][CH:19]=1)[NH:16][CH:15]=[C:14]2[CH:11]1[CH2:12][CH:13]2[N:8]([CH2:7][CH2:6][CH2:5]2)[CH2:9][CH2:10]1)=[O:4]

参加物

4

反応物 2

HCID 12228Methyl IsocyanateHCID 153897613-(Octahydroindolizin-7-yl)-5-amino-1H-indole

生成物 1

HCID 44214635N-methyl-N'-(3-(octahydroindolizin-7-yl)-1H-indol-5-yl)urea収率 55.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

The methylisocyanate (220 mg, 3.9 mmol) was added to a solution of 3-(octahydroindolizin-7-yl)-5-amino-1H-indole (500 mg, 1.95 mmol) in 10 ml of dimethylformamide. The reaction was allowed to stir for 72 hours. TLC indicated the reaction was complete so the reaction was concentrated to give a purple gum. This material was chromatographed on a short FLORISIL™ column using 20% methanol in methylene chloride (ammonium hydroxide) as solvent to give 340 mg of a white foam. The white foam was recrystallized from methanol/ethyl acetate to give 165 mg of product. (27.1%).

後処理

  1. concentrationwas concentrated
  2. customto give a purple gum
  3. customThis material was chromatographed on a short FLORISIL™ column

出典と根拠

ORDレコード
ord-8c71a29d084146508f997148f0da02f6
出典データセット
uspto-grants-1999_02
特許番号
US05874427

反応ノート

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