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

Water → 7-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-10H-9-oxa-1,2-diazaphenanthrene-8-carboxylic acid

HRID 2200331
ノート
印刷プレビュー

反応式

HRID 2200331 の反応式
[CH2:1]([N:3]([CH2:36][CH3:37])[CH2:4]/[CH:5]=[CH:6]\[C:7]1[CH:12]=[C:11]([F:13])[CH:10]=[CH:9][C:8]=1[S:14]([NH:17][C:18]1[C:31]([C:32]([O:34]C)=[O:33])=[C:30]2[C:21]([C:22]3[CH:23]=[CH:24][N:25]=[N:26][C:27]=3[CH2:28][O:29]2)=[CH:20][CH:19]=1)(=[O:16])=[O:15])[CH3:2].O.[OH-].[Li+].O1CCOCC1.O>CO.CC(C)=O.C(O)=O>[CH2:36]([N:3]([CH2:1][CH3:2])[CH2:4]/[CH:5]=[CH:6]\[C:7]1[CH:12]=[C:11]([F:13])[CH:10]=[CH:9][C:8]=1[S:14]([NH:17][C:18]1[C:31]([C:32]([OH:34])=[O:33])=[C:30]2[C:21]([C:22]3[CH:23]=[CH:24][N:25]=[N:26][C:27]=3[CH2:28][O:29]2)=[CH:20][CH:19]=1)(=[O:15])=[O:16])[CH3:37]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 962WaterHCID 312751,4-DioxaneHCID 168937Lithium hydroxide, monohydrateHCID 89705427methyl 7-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonyl-amino]-10H-9-oxa-1,2-diazaphenanthrene-8-carboxylate2 回

生成物 1

HCID 897055067-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-10H-9-oxa-1,2-diazaphenanthrene-8-carboxylic acid
収率 73.4%

試薬・触媒・溶媒 3

HCID 180Acetone溶媒HCID 284Formic Acid溶媒HCID 887Methanol溶媒

実験手順

A mixture of methyl 7-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonyl-amino]-10H-9-oxa-1,2-diazaphenanthrene-8-carboxylate (Intermediate 1, 0.249 g), lithium hydroxide monohydrate (0.474 g), dioxan (9 mL) and water (2.25 mL) was irradiated in the microwave at 135° C. for 45 minutes. The resulting solution was diluted with methanol, acidified with formic acid and evaporated in vacuo. The residue was dissolved in ethanol and toluene and evaporated in vacuo. The residue was triturated with 20% methanol in dichloromethane and filtered. The filtrate was evaporated in vacuo and the residue was purified by chromatography on silica, eluting with a mixture of methanol and DCM with a gradient of 0-30% to give a gum which was dissolved in acetone. A solid precipitated out on standing. This was collected by filtration to give 7-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-10H-9-oxa-1,2-diazaphenanthrene-8-carboxylic acid (0.178 g) as a white solid.

後処理

  1. customwas irradiated in the microwave at 135° C. for 45 minutes
  2. customevaporated in vacuo
  3. dissolutionThe residue was dissolved in ethanol
  4. customtoluene and evaporated in vacuo
  5. customThe residue was triturated with 20% methanol in dichloromethane
  6. filtrationfiltered
  7. customThe filtrate was evaporated in vacuo
  8. customthe residue was purified by chromatography on silica
  9. washeluting with a mixture of methanol and DCM with a gradient of 0-30%
  10. customto give a gum which
  11. customA solid precipitated out
  12. filtrationThis was collected by filtration

出典と根拠

ORDレコード
ord-2f07d5300be7442e905b2813938bca55
出典データセット
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09359369B2

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