1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → N-(6-chloro-7-methoxy-9H-beta-carbolin-8-yl)-2-methylnicotinamide

HRID 12180

反応式

HRID 12180 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]2[C:12](=[C:13]([NH2:17])[C:14]=1[O:15][CH3:16])[NH:11][C:10]1[CH:9]=[N:8][CH:7]=[CH:6][C:5]2=1.CCN=C=NCCCN(C)C.[CH3:29][C:30]1[N:38]=[CH:37][CH:36]=[CH:35][C:31]=1[C:32](O)=[O:33]>N1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]2[C:12](=[C:13]([NH:17][C:32](=[O:33])[C:31]3[CH:35]=[CH:36][CH:37]=[N:38][C:30]=3[CH3:29])[C:14]=1[O:15][CH3:16])[NH:11][C:10]1[CH:9]=[N:8][CH:7]=[CH:6][C:5]2=1

参加物

5

反応物 3

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 6433732-Methylnicotinic acidHCID 213627436-Chloro-7-methoxy-9h-pyrido[3,4-b]indol-8-amine

生成物 1

HCID 9929127N-(6-chloro-7-methoxy-9H-beta-carbolin-8-yl)-2-methylnicotinamide収率 50%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
80 °C

実験手順

6-chloro-7-methoxy-9H-β-carbolin-8-ylamine (100 mg, 0.4 mmol), EDCI (125 mg, 0.64 mmol) and 2-methyl nicotinic acid (66 mg, 0.48 mmol) were taken in a round-bottom flask and suspended in pyridine (2 ml). The resulting mixture was heated at 80° C. overnight. The pyridine was then removed by rotary evaporation and 5% Na2CO3 solution was added. The resulting solid that precipitated out was collected by filtration. Chromatographic purification gave the desired product in 50-70% yield.

後処理

  1. customThe pyridine was then removed by rotary evaporation and 5% Na2CO3 solution
  2. additionwas added
  3. customThe resulting solid that precipitated out
  4. filtrationwas collected by filtration
  5. customChromatographic purification

出典と根拠

ORDレコード
ord-dbeb848e8fc94ab2bca7c131609a2899
出典データセット
uspto-grants-2010_06
特許番号
US07727985B2

関連ノート

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