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

Acetonitrile → (R)-Methyl 3-(1-naphthamido)-2,3-dihydro-1H-indene-5-carboxylate

HRID 1193275
ノート
印刷プレビュー

反応式

HRID 1193275 の反応式
Cl[C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].C([NH:15][CH:16]1[C:24]2[C:19](=[CH:20][CH:21]=[C:22]([C:25]([O:27][CH3:28])=[O:26])[CH:23]=2)[CH2:18][CH2:17]1)(C)(C)C.CCN([CH:35]([CH3:37])[CH3:36])C(C)C.[C:38](#N)C>CN(C1C=CN=CC=1)C>[C:3]1([C:4]([NH:15][C@H:16]2[C:24]3[C:19](=[CH:20][CH:21]=[C:22]([C:25]([O:27][CH3:28])=[O:26])[CH:23]=3)[CH2:18][CH2:17]2)=[O:5])[C:2]2[C:10](=[CH:38][CH:37]=[CH:35][CH:36]=2)[CH:9]=[CH:8][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 6342AcetonitrileHCID 691102-Chlorobenzoyl chlorideHCID 81531DiisopropylethylamineHCID 66798482methyl 3-(tert-butylamino)-2,3-dihydro-1H-indene-5-carboxylate

生成物 1

HCID 66799274(R)-Methyl 3-(1-naphthamido)-2,3-dihydro-1H-indene-5-carboxylate

試薬・触媒・溶媒 1

HCID 14284
4-(Dimethylamino)pyridine
触媒

実験手順

2-Chlorobenzoic acid chloride (7.0 g, 40.485 mmol, 10.0 eq.) was added at 0° C. to a solution of methyl 3-(tert-butylamino)-2,3-dihydro-1H-indene-5-carboxylate (A-16) (1.0 g, 4.0485 mmol, 1.0 eq.), DMAP (980 mg, 8.097 mmol, 2.0 eq.) and DIPEA (14 ml, 8.9716 mmol, 20.0 eq.) in acetonitrile (40 ml), and the mixture was then refluxed for 20 hours. After monitoring by TLC, the reaction solution was concentrated and the residue was taken up in ethyl acetate (300 ml), washed with sat. sodium hydrogen carbonate solution (100 ml), water (100 ml) and sat. NaCl solution (100 ml), dried over sodium sulfate, concentrated under reduced pressure and purified by column chromatography (silica gel, 10% ethyl acetate in hexane). Yield: 2.0 g

後処理

  1. temperaturethe mixture was then refluxed for 20 hours
  2. concentrationthe reaction solution was concentrated
  3. washwashed with sat. sodium hydrogen carbonate solution (100 ml), water (100 ml) and sat. NaCl solution (100 ml)
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. custompurified by column chromatography (silica gel, 10% ethyl acetate in hexane)

出典と根拠

ORDレコード
ord-952d70ecf6cb4d7e952dda0bddae3de1
出典データセット
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08680159B2

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