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

N-Methylpiperidine → 7-[3-(r)-(1-Aminocyclopropyl)pyrrolidin-1-yl]-1-[2-(s)-fluoro-1-(r)-cyclopropyl]-5-hydroxy-8-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

HRID 600909
ノート
印刷プレビュー

反応式

HRID 600909 の反応式
F[C:2]1[C:11]([CH3:12])=[C:10]2[C:5]([C:6](=[O:20])[C:7]([C:17]([OH:19])=[O:18])=[CH:8][N:9]2[C@@H:13]2[CH2:15][C@@H:14]2[F:16])=[C:4]([OH:21])[CH:3]=1.C(OC([NH:29][C:30]1([C@@H:33]2[CH2:37][CH2:36][NH:35][CH2:34]2)[CH2:32][CH2:31]1)=O)(C)(C)C.CN1CCCCC1>CS(C)=O>[NH2:29][C:30]1([C@@H:33]2[CH2:37][CH2:36][N:35]([C:2]3[C:11]([CH3:12])=[C:10]4[C:5]([C:6](=[O:20])[C:7]([C:17]([OH:19])=[O:18])=[CH:8][N:9]4[C@@H:13]4[CH2:15][C@@H:14]4[F:16])=[C:4]([OH:21])[CH:3]=3)[CH2:34]2)[CH2:32][CH2:31]1
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 12291N-MethylpiperidineHCID 11117758(R)-t-Butyl (1-(pyrrolidin-3-yl)cyclopropyl)carbamateHCID 672715427-fluoro-1-[2-(S)-fluoro-1-(R)-cyclopropyl]-5-hydroxy-8-methyl-1,4-dihydro-4-oxoquinoline-3-Carboxylic Acid

生成物 1

HCID 672719247-[3-(r)-(1-Aminocyclopropyl)pyrrolidin-1-yl]-1-[2-(s)-fluoro-1-(r)-cyclopropyl]-5-hydroxy-8-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

試薬・触媒・溶媒 1

HCID 679
Dimethyl Sulfoxide
溶媒

反応条件

温度
80 °C

実験手順

A mixture of 7-fluoro-1-[2-(S)-fluoro-1-(R)-cyclopropyl]-5-hydroxy-8-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid (205 mg, 0.694 mmol), 3-(R)-[1-(tert-butoxycarbonylamino)cyclopropyl]pyrrolidine (314 mg, 1.388 mmol), N-methyl piperidine (0.243 ml, 1.388 mmol), and dimethyl sulfoxide (1.5 ml) was stirred for 66 hours while heating in an oil bath at 80° C. under a nitrogen-replaced atmosphere. After evaporating the solvent, the residue was partitioned in chloroform (50 ml) and 10% aqueous citric acid solution (30 ml), and after separating the organic layer, the aqueous layer was further subject to extraction into chloroform (30 ml). The combined organic layer was then dried over anhydrous sodium sulfate, and after removing the drying agent by filtration, the solvent was evaporated under a reduced pressure to thereby obtain a crude 7-{3-(R)-[1-(tert-butoxycarbonylamino)cyclopropyl]pyrrolidin-1-yl}-1-[2-(S)-fluoro-1-(R)-cyclopropyl]-5-hydroxy-8-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid.

後処理

  1. customAfter evaporating the solvent
  2. customthe residue was partitioned in chloroform (50 ml)
  3. custom10% aqueous citric acid solution (30 ml), and after separating the organic layer
  4. extractionthe aqueous layer was further subject to extraction into chloroform (30 ml)
  5. dry with materialThe combined organic layer was then dried over anhydrous sodium sulfate
  6. customafter removing the drying agent
  7. filtrationby filtration
  8. customthe solvent was evaporated under a reduced pressure

出典と根拠

ORDレコード
ord-706bfe948b1e4e01ab4381348b6a46f0
出典データセット
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07902226B2

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