5-Chloro-2-methyl-1,8-naphthyridine → 2-Methyl-5-[4-(2-pyridyloxy)anilino]-1,8-naphthyridine hydrochloride hydrate

HRID 1956452노트

반응식

HRID 1956452 반응식
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[N:5][CH:6]=[CH:7][C:8]=2[Cl:12])[N:3]=1.[N:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[O:19][C:20]1[CH:26]=[CH:25][C:23]([NH2:24])=[CH:22][CH:21]=1>>[OH2:19].[ClH:12].[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[N:5][CH:6]=[CH:7][C:8]=2[NH:24][C:23]2[CH:22]=[CH:21][C:20]([O:19][C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][N:13]=3)=[CH:26][CH:25]=2)[N:3]=1

참가 물질

3

반응물 2

HCID 122663725-Chloro-2-methyl-1,8-naphthyridineHCID 131505744-(Pyridin-2-yloxy)aniline

생성물 1

HCID 232092522-Methyl-5-[4-(2-pyridyloxy)anilino]-1,8-naphthyridine hydrochloride hydrate

실험 절차

A mixture of 2-methyl-5-chloro-1,8-naphthyridine (2.0 g), 4-(2-pyridyloxy)aniline (2.1 g) and IMS (50 ml) was boiled under reflux for 3.5 hours. The mixture was cooled and filtered to give a solid. The solid was suspended in IMS (770 ml) and hydrogen chloride gas was bubbled through the mixture while the mixture was cooled in an ice bath. The mixture was then warmed until all the solid had dissolved and then cooled in an ice bath and further hydrogen chloride gas was bubbled through. After standing at 0° C. for 3 minutes, ethyl acetate (approximately 150 ml) was added and the precipitate was collected by filtration to give 2-methyl-5-[4-(2-pyridyloxy)anilino]-1,8-naphthyridine hydrochloride hydrate, m.p. 299°-305° C. Active (1/2) at 30 mg/kg.

후처리

  1. temperatureunder reflux for 3.5 hours
  2. temperatureThe mixture was cooled
  3. filtrationfiltered
  4. customto give a solid
  5. customhydrogen chloride gas was bubbled through the mixture while the mixture
  6. temperaturewas cooled in an ice bath
  7. temperatureThe mixture was then warmed until all the solid
  8. dissolutionhad dissolved
  9. temperaturecooled in an ice bath
  10. customfurther hydrogen chloride gas was bubbled through
  11. additionethyl acetate (approximately 150 ml) was added
  12. filtrationthe precipitate was collected by filtration

출처 및 근거

ORD 기록
ord-c38cca1a2135492284b73ac5867b834a
출처 데이터셋
uspto-grants-1998_07
특허 번호
US05780482

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