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

Methyl iodide → Methyl 2-{4-[1-(4-iodophenyl)-1,2-dimethylpropyl]phenoxy}-2-pyridin-2-ylpropanoate

HRID 1025806
ノート
印刷プレビュー

反応式

HRID 1025806 の反応式
[CH:1]([N-]C(C)C)(C)C.[Li+].[I:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]([C:21]2[CH:38]=[CH:37][C:24]([O:25][CH:26]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][N:32]=3)[C:27]([O:29][CH3:30])=[O:28])=[CH:23][CH:22]=2)([CH3:20])[CH:17]([CH3:19])[CH3:18])=[CH:12][CH:11]=1.CN1CCCN(C)C1=O.IC>C1CCCCC1.C1COCC1>[I:9][C:10]1[CH:11]=[CH:12][C:13]([C:16]([C:21]2[CH:22]=[CH:23][C:24]([O:25][C:26]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][N:32]=3)([CH3:1])[C:27]([O:29][CH3:30])=[O:28])=[CH:37][CH:38]=2)([CH3:20])[CH:17]([CH3:18])[CH3:19])=[CH:14][CH:15]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 6328Methyl iodideHCID 816462(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-HCID 2724682Lithium diisopropylamideHCID 58381245Methyl {4-[1-(4-iodophenyl)-1,2-dimethylpropyl]phenoxy}(pyridin-2-yl)acetate

生成物 1

HCID 58381237Methyl 2-{4-[1-(4-iodophenyl)-1,2-dimethylpropyl]phenoxy}-2-pyridin-2-ylpropanoate

試薬・触媒・溶媒 2

HCID 8028
Tetrahydrofuran
溶媒
HCID 8078Cyclohexane溶媒

実験手順

Lithium diisopropylamide mono (THF) (1.2 equiv. of a 5M solution in cyclohexane) is added to a stirred solution of 5c (1 equiv.) in THF at −78° C. After 15 mins, 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (1 equiv.) is added followed by iodomethane (1.5 equiv). After 1 h, the reaction mixture is warmed to room temperature and aged until the reaction is deemed complete. The reaction mixture is quenched with saturated aqueous ammonium chloride, poured into saturated aqueous sodium bicarbonate and extracted three times with EtOAc. The combined organic extracts are washed with water, brine, dried (Na2SO4) and concentrated in vacuo. Purification of the crude residue by flash chromatography on silica gel affords the title compound 5d.

後処理

  1. waitAfter 1 h
  2. customThe reaction mixture is quenched with saturated aqueous ammonium chloride
  3. additionpoured into saturated aqueous sodium bicarbonate
  4. extractionextracted three times with EtOAc
  5. washThe combined organic extracts are washed with water, brine
  6. dry with materialdried (Na2SO4)
  7. concentrationconcentrated in vacuo
  8. customPurification of the crude residue by flash chromatography on silica gel

出典と根拠

ORDレコード
ord-ca194893fd8f4caaae58fc8a94e40389
出典データセット
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08729104B2

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