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

Tetrahydrofuran → Tert-butyl 4-(2-(ethylsulfonyl) quinazolin-7-yloxy)piperidine-1-carboxylate

HRID 2079669
ノート
印刷プレビュー

反応式

HRID 2079669 の反応式
C(S[C:4]1[N:13]=[CH:12][C:11]2[C:6](=[CH:7][C:8]([O:14][CH:15]3[CH2:20][CH2:19][N:18]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:17][CH2:16]3)=[CH:9][CH:10]=2)[N:5]=1)C.O[O:29][S:30]([O-:32])=O.[K+].[CH2:34]1COC[CH2:35]1>O>[CH2:34]([S:30]([C:4]1[N:13]=[CH:12][C:11]2[C:6](=[CH:7][C:8]([O:14][CH:15]3[CH2:20][CH2:19][N:18]([C:21]([O:23][C:24]([CH3:26])([CH3:25])[CH3:27])=[O:22])[CH2:17][CH2:16]3)=[CH:9][CH:10]=2)[N:5]=1)(=[O:32])=[O:29])[CH3:35]
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 8028TetrahydrofuranHCID 23707502Potassium hydroxy sulfiteHCID 67101955Tert-butyl 4-(2-(ethylthio)quinazolin-7-yloxy)piperidine-1-carboxylate

生成物 1

HCID 67102269Tert-butyl 4-(2-(ethylsulfonyl) quinazolin-7-yloxy)piperidine-1-carboxylate収率 60%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

To a solution of tert-butyl 4-(2-(ethylthio) quinazolin-7-yloxy)piperidine-1-carboxylate (1 eq) in THF (5 ml) was added a solution of oxone in water (5 ml) at 0° C. The reaction mixture was stirred for 30 min at 0° C. then warmed to room temperature and stirred for 4 h. The reaction was quenched with satd. sodium thiosulfate solution and basified with 1N NaOH. The product was extracted from basic layer with DCM. The DCM extracts were combined together, washed with brine and dried over sodium sulfate. The purification by flash column chromatography (70% EtOAc/Hexane) provide pure product in 60% yield. ES/MS m/z 422.0 (MH+).

後処理

  1. temperaturethen warmed to room temperature
  2. stirringstirred for 4 h
  3. customThe reaction was quenched with satd
  4. extractionThe product was extracted from basic layer with DCM
  5. washwashed with brine
  6. dry with materialdried over sodium sulfate
  7. customThe purification by flash column chromatography (70% EtOAc/Hexane)
  8. customprovide pure product in 60% yield

出典と根拠

ORDレコード
ord-a5c2aa3e3df84734893f40bc46cd8b66
出典データセット
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07932262B2

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