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

HRID 2380231노트

반응식

HRID 2380231 반응식
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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
150 °C

실험 절차

A solution of 0.5 g of N-(2-chloro-6-methyl-4-trifluoromethyl-3-pyridinyl)-2-ethylamino-3-pyridinecarboxamide 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.

후처리

  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

출처 및 근거

ORD 기록
ord-c83bc53cd13a4bc5b66eed9fdcc25d22
출처 데이터셋
uspto-grants-1994_11
특허 번호
US05366972

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