ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Methyl iodide → Ethyl 6-[(1-methoxy-2-methylindolizin-3-yl)carbonyl]-1-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate

HRID 535464
ノート
印刷プレビュー

反応式

HRID 535464 の反応式
[C:1](=O)([O-])[O-].[K+].[K+].CI.[CH3:9][O:10][C:11]1[C:12]([CH3:38])=[C:13]([C:20]([C:22]2[CH:23]=[C:24]3[C:29](=[CH:30][CH:31]=2)[NH:28][CH:27]=[C:26]([C:32]([O:34][CH2:35][CH3:36])=[O:33])[C:25]3=[O:37])=[O:21])[N:14]2[C:19]=1[CH:18]=[CH:17][CH:16]=[CH:15]2>CN(C=O)C>[CH3:9][O:10][C:11]1[C:12]([CH3:38])=[C:13]([C:20]([C:22]2[CH:23]=[C:24]3[C:29](=[CH:30][CH:31]=2)[N:28]([CH3:1])[CH:27]=[C:26]([C:32]([O:34][CH2:35][CH3:36])=[O:33])[C:25]3=[O:37])=[O:21])[N:14]2[C:19]=1[CH:18]=[CH:17][CH:16]=[CH:15]2
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 66653275HCID 66653275、化合物

生成物 1

HCID 66653206Ethyl 6-[(1-methoxy-2-methylindolizin-3-yl)carbonyl]-1-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate収率 93.6%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
90 °C

実験手順

3.8 g (27.89 mmol) of potassium carbonate and 1.74 ml (27.89 mmol) of methyl iodide are added, at ambient temperature under an inert atmosphere, to 10 g (23.24 mmol) of ethyl 6-[(1-methoxy-2-methylindolizin-3-yl)carbonyl]-4-oxo-1,4-dihydroquinoline-3-carboxylate in 100 ml of DMF. The reaction medium is heated at 90° C. for 1 h 30. The reaction medium is filtered through talc, diluted with dichloromethane, and then washed with water. The organic phase is dried with sodium sulphate and then concentrated under reduced pressure. The residue obtained is purified by silica gel column chromatography, elution being carried out with a dichloromethane/methanol (90/10) mixture. 9.1 g of a yellow solid are obtained.

後処理

  1. filtrationThe reaction medium is filtered through talc
  2. additiondiluted with dichloromethane
  3. washwashed with water
  4. dry with materialThe organic phase is dried with sodium sulphate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue obtained
  7. customis purified by silica gel column chromatography, elution

出典と根拠

ORDレコード
ord-cb75e6fd84224d45a0b81e4b0e919d49
出典データセット
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08859544B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート