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

2-Bromo-4-fluorobenzene-1-sulfonyl chloride → Methyl 8-(2-bromo-4-fluorobenzenesulfonylamino)-5,6-dihydropyrazolo[5,1-a]isoquinoline-7-carboxylate

HRID 595116
ノート
印刷プレビュー

反応式

HRID 595116 の反応式
[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[C:8]3=[CH:12][CH:13]=[N:14][N:7]3[CH2:6][CH2:5][C:4]=2[C:3]=1[C:15]([O:17][CH3:18])=[O:16].[Br:19][C:20]1[CH:25]=[C:24]([F:26])[CH:23]=[CH:22][C:21]=1[S:27](Cl)(=[O:29])=[O:28]>N1C=CC=CC=1.C(Cl)Cl>[Br:19][C:20]1[CH:25]=[C:24]([F:26])[CH:23]=[CH:22][C:21]=1[S:27]([NH:1][C:2]1[CH:11]=[CH:10][C:9]2[C:8]3=[CH:12][CH:13]=[N:14][N:7]3[CH2:6][CH2:5][C:4]=2[C:3]=1[C:15]([O:17][CH3:18])=[O:16])(=[O:29])=[O:28]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 27782162-Bromo-4-fluorobenzene-1-sulfonyl chloride2 回HCID 86712823Methyl 8-amino-5,6-dihydropyrazolo[5,1-a]isoquinoline-7-carboxylate2 回

生成物 1

HCID 70984117Methyl 8-(2-bromo-4-fluorobenzenesulfonylamino)-5,6-dihydropyrazolo[5,1-a]isoquinoline-7-carboxylate収率 74.3%

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒
HCID 6344
Dichloromethane
溶媒

実験手順

A mixture of methyl 8-amino-5,6-dihydropyrazolo[5,1-a]isoquinoline-7-carboxylate (Intermediate 22, 0.060 g) and 2-bromo-4-fluorobenzenesulfonyl chloride (0.081 g) in pyridine (2 mL) and DCM (4 mL) was stirred at room temperature overnight. A further amount of 2-bromo-4-fluoro-benzenesulfonyl chloride (0.010 g) was added and the reaction mixture was stirred at room temperature for 2 hours. The resultant mixture was concentrated in vacuo and the residue was dissolved in DCM and washed with 1M hydrochloric acid, dried (MgSO4) and filtered. The filtrate was concentrated in vacuo and the residue was purified by chromatography on silica, eluting with a mixture of ethyl acetate and cyclohexane with a gradient of 0-100% to give methyl 8-(2-bromo-4-fluorobenzenesulfonylamino)-5,6-dihydropyrazolo[5,1-a]isoquinoline-7-carboxylate (0.088 g) as a glass.

後処理

  1. stirringthe reaction mixture was stirred at room temperature for 2 hours
  2. concentrationThe resultant mixture was concentrated in vacuo
  3. dissolutionthe residue was dissolved in DCM
  4. washwashed with 1M hydrochloric acid
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated in vacuo
  8. customthe residue was purified by chromatography on silica
  9. washeluting with a mixture of ethyl acetate and cyclohexane with a gradient of 0-100%

出典と根拠

ORDレコード
ord-28c7ebc6296d4abaa731905a3c65db85
出典データセット
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09242997B2

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