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

Triphenylphosphine → 5-[(1-Methyl-4-piperidinyl)oxy]-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamide

HRID 1623773
ノート
印刷プレビュー

反応式

HRID 1623773 の反応式
CC(OC(/N=N/C(OC(C)C)=O)=O)C.[OH:15][C:16]1[CH:17]=[CH:18][C:19]([O:31][CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[C:20]([CH:30]=1)[C:21]([NH:23][C:24]1[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=1)=[O:22].[CH3:39][N:40]1[CH2:45][CH2:44][CH:43](O)[CH2:42][CH2:41]1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>C1(C)C=CC=CC=1>[CH3:39][N:40]1[CH2:45][CH2:44][CH:43]([O:15][C:16]2[CH:17]=[CH:18][C:19]([O:31][CH2:32][C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=3)=[C:20]([CH:30]=2)[C:21]([NH:23][C:24]2[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=2)=[O:22])[CH2:42][CH2:41]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 11776TriphenylphosphineHCID 660484-Piperidinol, 1-methyl-HCID 5363146Diisopropyl azodicarboxylateHCID 513575145-hydroxy-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamide

生成物 1

HCID 513575165-[(1-Methyl-4-piperidinyl)oxy]-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamide

試薬・触媒・溶媒 1

HCID 1140
Toluene
溶媒
2 回

反応条件

温度
115 °C

実験手順

A solution of DIAD (0.30 ml, 1.56 mmol) in toluene (1 ml) was added dropwise to a solution of 5-hydroxy-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamide (may be prepared as described in Example 29; 200 mg, 0.624 mmol), 1-methyl-4-piperidinol (79 mg, 0.687 mmol) and Ph3P (409 mg, 1.561 mmol) in toluene under nitrogen at 0° C. The reaction mixture was stirred at 115° C. overnight. The mixture was then cooled and concentrated. The residue was added to water and extracted with ethyl acetate (3×60 ml). The organic phase was washed with saturated brine (30 ml), dried over sodium sulphate and evaporated in vacuo to give the crude product. The crude product was purified by Pre-TCL (DCM:methanol=8:1) to yield the title compound as a yellow solid. 36 mg.

後処理

  1. temperatureThe mixture was then cooled
  2. concentrationconcentrated
  3. additionThe residue was added to water
  4. extractionextracted with ethyl acetate (3×60 ml)
  5. washThe organic phase was washed with saturated brine (30 ml)
  6. dry with materialdried over sodium sulphate
  7. customevaporated in vacuo
  8. customto give the crude product
  9. customThe crude product was purified by Pre-TCL (DCM:methanol=8:1)

出典と根拠

ORDレコード
ord-5a81a0a6744744b895401e240d469f09
出典データセット
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08778939B2

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