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

Diisopropylcarbodiimide → 1-(4-Methoxynaphthalene-1-sulfonyl)-2,3-dihydro-1H-indole-3-carboxylic Acid [2-(1-methyl-pyrrolidin-2-yl)-ethyl]amide

HRID 1174518
ノート
印刷プレビュー

反応式

HRID 1174518 の反応式
[CH3:1][O:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([S:13]([N:16]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH:18]([C:25]([OH:27])=O)[CH2:17]2)(=[O:15])=[O:14])=[CH:5][CH:4]=1.ON1C2C=CC=CC=2N=N1.CC(C)N=C=NC(C)C.[CH3:47][N:48]1[CH2:52][CH2:51][CH2:50][CH:49]1[CH2:53][CH2:54][NH2:55]>ClCCl.O>[CH3:47][N:48]1[CH2:52][CH2:51][CH2:50][CH:49]1[CH2:53][CH2:54][NH:55][C:25]([CH:18]1[C:19]2[C:24](=[CH:23][CH:22]=[CH:21][CH:20]=2)[N:16]([S:13]([C:6]2[C:7]3[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=3)[C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)(=[O:14])=[O:15])[CH2:17]1)=[O:27]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 12734DiisopropylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 983882-(2-Aminoethyl)-1-methylpyrrolidineHCID 687698721-(4-methoxynaphthalene-1-sulfonyl)-2,3-dihydro-1H-indole-3-carboxylic Acid

生成物 1

HCID 98703421-(4-Methoxynaphthalene-1-sulfonyl)-2,3-dihydro-1H-indole-3-carboxylic Acid [2-(1-methyl-pyrrolidin-2-yl)-ethyl]amide収率 69%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 1-(4-methoxynaphthalene-1-sulfonyl)-2,3-dihydro-1H-indole-3-carboxylic acid (C) (900 mg, 2.35 mmol) in dichloromethane (20 cm3) was added 1-hydroxybenzotriazole (HOBT, 0.48 g, 3.53 mmol) and 1,3-diisopropylcarbodidiimide (DIC, 0.55 cm3, 3.53 mmol). This was left to stir at room temperature for 5 min, before adding 2-(1-methyl-pyrrolidin-2-yl)-ethylamine (0.342 cm3, 2.35 mmol). The reaction was stirred for 16 h at room temperature before water (60 cm3) was added followed by dichloromethane (60 cm3). The resulting mixture was then shaken and the organic layer was washed with water (40 cm3), saturated aqueous sodium bicarbonate solution (40 cm3), water again (40 cm3) and then saturated aqueous sodium chloride solution (50 cm3) before the organic portion was dried over sodium sulfate, It was then evaporated under reduced pressure to afford the title compound (1) (800 mg, 1.62 mmol, 69%), positive ion ESI (M+H)+ 494.6.

後処理

  1. waitThis was left
  2. additionwas added
  3. stirringThe resulting mixture was then shaken
  4. washthe organic layer was washed with water (40 cm3), saturated aqueous sodium bicarbonate solution (40 cm3), water again (40 cm3)
  5. dry with materialsaturated aqueous sodium chloride solution (50 cm3) before the organic portion was dried over sodium sulfate, It
  6. customwas then evaporated under reduced pressure

出典と根拠

ORDレコード
ord-4ef310abf07b47d4a52042046521f4af
出典データセット
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07838518B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート