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

HRID 1956452ノート

反応式

HRID 1956452 の反応式
[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

参加物

3

反応物 2

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

生成物 1

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c38cca1a2135492284b73ac5867b834a
出典データセット
uspto-grants-1998_07
特許番号
US05780482

反応ノート

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