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 → [3-(6,7-Dimethoxy-quinolin-4-yloxy)-6-methyl-pyridin-2-yl]-(6-methyl-pyridin-2-yl)-methanol

HRID 228752
ノート
印刷プレビュー

反応式

HRID 228752 の反応式
I[C:2]1[C:7]([O:8][C:9]2[C:18]3[C:13](=[CH:14][C:15]([O:21][CH3:22])=[C:16]([O:19][CH3:20])[CH:17]=3)[N:12]=[CH:11][CH:10]=2)=[CH:6][CH:5]=[C:4]([CH3:23])[N:3]=1.CCCCCC.C([Li])CCC.[CH3:35][C:36]1[N:41]=[C:40]([CH:42]=[O:43])[CH:39]=[CH:38][CH:37]=1.O>O1CCCC1>[CH3:20][O:19][C:16]1[CH:17]=[C:18]2[C:13](=[CH:14][C:15]=1[O:21][CH3:22])[N:12]=[CH:11][CH:10]=[C:9]2[O:8][C:7]1[C:2]([CH:42]([C:40]2[CH:39]=[CH:38][CH:37]=[C:36]([CH3:35])[N:41]=2)[OH:43])=[N:3][C:4]([CH3:23])=[CH:5][CH:6]=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

6

反応物 4

HCID 962WaterHCID 707376-Methyl-2-pyridinecarboxaldehydeHCID 100936734-[(2-Iodo-6-methyl-3-pyridyl)oxy]-6,7-dimethoxyquinoline2 回HCID 178418244HCID 178418244、化合物

生成物 1

HCID 23078288[3-(6,7-Dimethoxy-quinolin-4-yloxy)-6-methyl-pyridin-2-yl]-(6-methyl-pyridin-2-yl)-methanol収率 73.8%

試薬・触媒・溶媒 1

HCID 8028
Tetrahydrofuran
溶媒
2 回

反応条件

温度
-78 °C

実験手順

4-(2-Iodo-6-methyl-pyridin-3-yloxy)-6,7-dimethoxyquinoline (compound 116) (100 mg) was dissolved in tetrahydrofuran (7 ml) to prepare a solution which was then brought to −78° C. n-Butyllithium hexane solution (0.22 ml) was slowly added dropwise thereto, and the mixture was stirred at −78° C. for 20 min. 6-Methyl-2-pyridine-carbaldehyde (57 mg) was dissolved in tetrahydrofuran (7 ml) to prepare a solution which was then added dropwise to the reaction solution, followed by stirring at room temperature for 5 hr. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was then washed with saturated brine and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using chloroform-acetone to give [3-(6,7-dimethoxy-quinolin-4-yloxy)-6-methyl-pyridin-2-yl]-(6-methyl-pyridin-2-yl)-methanol (73 mg, yield 73%).

後処理

  1. customto prepare a solution which
  2. customwas then brought to −78° C.
  3. additionwas slowly added dropwise
  4. customto prepare a solution which
  5. additionwas then added dropwise to the reaction solution
  6. stirringby stirring at room temperature for 5 hr
  7. extractionthe mixture was extracted with ethyl acetate
  8. washThe ethyl acetate layer was then washed with saturated brine
  9. dry with materialwas dried over anhydrous sodium sulfate
  10. customThe solvent was removed by distillation under the reduced pressure
  11. customthe residue was purified by thin layer chromatography

出典と根拠

ORDレコード
ord-0d51150efd0946e6bcbbdc7952f139f4
出典データセット
uspto-grants-2009_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07560558B2

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