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Methyl iodide → N-(1-methoxy-2,2,2-trifluoroethyl)-4-methoxy-6-{3-(trifluoromethyl)phenoxy}-2-pyridine carboxamide

HRID 1250501
ノート
印刷プレビュー

反応式

HRID 1250501 の反応式
[OH:1][CH:2]([NH:7][C:8]([C:10]1[CH:15]=[C:14]([O:16][CH3:17])[CH:13]=[C:12]([O:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([C:25]([F:28])([F:27])[F:26])[CH:20]=2)[N:11]=1)=[O:9])[C:3]([F:6])([F:5])[F:4].[H-].[Na+].[CH3:31]I>ClCCl.CN(C=O)C.CCCCCC>[CH3:31][O:1][CH:2]([NH:7][C:8]([C:10]1[CH:15]=[C:14]([O:16][CH3:17])[CH:13]=[C:12]([O:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([C:25]([F:28])([F:26])[F:27])[CH:20]=2)[N:11]=1)=[O:9])[C:3]([F:6])([F:5])[F:4]
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 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 18326210N-(1-hydroxy-2,2,2-trifluoroethyl)-4-methoxy-6-{3-(trifluoromethyl)phenoxy}-2-pyridine carboxamide

生成物 1

HCID 18326218N-(1-methoxy-2,2,2-trifluoroethyl)-4-methoxy-6-{3-(trifluoromethyl)phenoxy}-2-pyridine carboxamide

試薬・触媒・溶媒 3

HCID 6228Dimethylformamide溶媒
HCID 6344
Dichloromethane
溶媒
HCID 8058Hexane溶媒

実験手順

0.6 g (0.0015 mol) of N-(1-hydroxy-2,2,2-trifluoroethyl)-4-methoxy-6-{3-(trifluoromethyl)phenoxy}-2-pyridine carboxamide was dissolved in a mixed solvent of dichloromethane and DMF. The obtained solution was mixed with 0.064 g (ca. 60% in mineral oil; 0.0015×1.1 mol) of NaH and then with 0.42 g (0.0015×2.0 mol) of methyl iodide, followed by treating the solution under reflux for about 8 hours. The reaction solution was distributed in hexane-saturated sodium bicarbonate water and washed with saturated brine. The organic phase of the solution was dried with anhydrous sodium sulfate, concentrated and purified by silica gel column chromatography (eluting solution: ethyl acetate/hexane), thereby obtaining an aimed product.

後処理

  1. additionby treating the solution
  2. temperatureunder reflux for about 8 hours
  3. washwashed with saturated brine
  4. dry with materialThe organic phase of the solution was dried with anhydrous sodium sulfate
  5. concentrationconcentrated
  6. custompurified by silica gel column chromatography (eluting solution: ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-1f511ce22b314176854b4d9d9b8a07f5
出典データセット
uspto-grants-2002_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06339045B1

反応ノート

読み込み中…

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