Sodium hydride → 11-Ethyl-4-trifluoromethyl-2-methyl-5H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6(11H)-one

HRID 53517ノート

反応式

HRID 53517 の反応式
Cl[C:2]1[C:7]([NH:8][C:9]([C:11]2[C:12]([NH:17][CH2:18][CH3:19])=[N:13][CH:14]=[CH:15][CH:16]=2)=[O:10])=[C:6]([C:20]([F:23])([F:22])[F:21])[CH:5]=[C:4]([CH3:24])[N:3]=1.[H-].[Na+]>N1C=CC=CC=1>[CH2:18]([N:17]1[C:12]2[N:13]=[CH:14][CH:15]=[CH:16][C:11]=2[C:9](=[O:10])[NH:8][C:7]2[C:6]([C:20]([F:23])([F:22])[F:21])=[CH:5][C:4]([CH3:24])=[N:3][C:2]1=2)[CH3:19]

参加物

4

反応物 2

HCID 24758Sodium hydrideHCID 19960041N-(2-chloro-6-methyl-4-trifluoromethyl-3-pyridinyl)-2-ethylamino-3pyridinecarboxamide

生成物 1

HCID 1522125111-Ethyl-4-trifluoromethyl-2-methyl-5H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6(11H)-one収率 20%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
150 °C

実験手順

A solution of 0.5 g of N-(2-chloro-6-methyl-4-trifluoromethyl-3-pyridinyl)-2-ethylamino-3pyridinecarboxamide in 3 ml of pyridine was added to 0.2 g of a 50% dispersion of sodium hydride in oil. The mixture was heated to 150° C. and then cooled and concentrated in vacuo. Water was added to the residue and the product was extracted with ethyl acetate, dried (magnesium sulfate), filtered, and concentrated. The product was purified by column chromatography over silica gel (methylene chloride, then methylene chloride/methanol). After concentrating in vacuo, the residue was crystallized from hexane to give 0.09 g of the title compound, m.p. 150°-151° C.

後処理

  1. temperaturecooled
  2. concentrationconcentrated in vacuo
  3. additionWater was added to the residue
  4. extractionthe product was extracted with ethyl acetate
  5. dry with materialdried (magnesium sulfate)
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe product was purified by column chromatography over silica gel (methylene chloride
  9. concentrationAfter concentrating in vacuo
  10. customthe residue was crystallized from hexane

出典と根拠

ORDレコード
ord-fb65b49f987f4ae2b0bd18991deb0d31
出典データセット
uspto-grants-1997_04
特許番号
US05620974

反応ノート

読み込み中…