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

Potassium Carbonate → 6-(4-Cyanophenoxy)-2-(4-trifluoromethoxyphenoxy)nicotinic acid ethyl ester

HRID 1024696
ノート
印刷プレビュー

反応式

HRID 1024696 の反応式
C(=O)([O-])[O-].[K+].[K+].[CH2:7]([O:9][C:10](=[O:27])[C:11]1[CH:16]=[CH:15][C:14]([O:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]#[N:25])=[CH:20][CH:19]=2)=[N:13][C:12]=1Cl)[CH3:8].[F:28][C:29]([F:39])([F:38])[O:30][C:31]1[CH:36]=[CH:35][C:34]([OH:37])=[CH:33][CH:32]=1>CN(C=O)C>[CH2:7]([O:9][C:10](=[O:27])[C:11]1[CH:16]=[CH:15][C:14]([O:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]#[N:25])=[CH:20][CH:19]=2)=[N:13][C:12]=1[O:37][C:34]1[CH:35]=[CH:36][C:31]([O:30][C:29]([F:28])([F:38])[F:39])=[CH:32][CH:33]=1)[CH3:8]
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 11430Potassium CarbonateHCID 70015p-(Trifluoromethoxy)phenolHCID 86665953HCID 86665953、化合物

生成物 1

HCID 676057626-(4-Cyanophenoxy)-2-(4-trifluoromethoxyphenoxy)nicotinic acid ethyl ester収率 94.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
80 °C

実験手順

Potassium carbonate (60 mg, 0.43 mmol) was added to a stirred and cooled (0° C.) solution of 2-chloro-6-(4-cyano phenoxy)nicotinic acid ethyl ester 0.13 g (0.43 mmol) in 10 ml DMF and stirred for 10 min at the same temperature. This was followed by the addition of 76.5 mg (0.43 mmol) of 4-trifluoromethoxy phenol, dissolved in 2 ml of DMF, over a period of 10 min. After the addition was completed, the contents were allowed to stir at RT. This was followed by heating for 3 h at 80° C. The reaction mixture was concentrated under reduced pressure, poured into ice-cold water and dissolved in 50 ml of ethyl acetate. Organic layer was then washed with brine solution followed by water and the crude product was purified by column chromatography using hexane:ethyl acetate (8:2) to afford 0.18 g of the required product. Percentage purity: LCMS−ve mode): 20.12%.

後処理

  1. stirringstirred for 10 min at the same temperature
  2. additionAfter the addition
  3. stirringto stir at RT
  4. concentrationThe reaction mixture was concentrated under reduced pressure
  5. additionpoured into ice-cold water
  6. dissolutiondissolved in 50 ml of ethyl acetate
  7. washOrganic layer was then washed with brine solution
  8. customthe crude product was purified by column chromatography

出典と根拠

ORDレコード
ord-7a43184c2d8e43cc9265eef113be0a6c
出典データセット
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08722930B2

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