Hydrochloric Acid → N4-{4-[(3-Cyclopropyl-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy]-3-fluorophenyl}-6-(trifluoromethyl)pyrimidine-2,4-diamine

HRID 2192185ノート

反応式

HRID 2192185 の反応式
[CH:1]1([C:4]2[C:12]3[C:7](=[N:8][CH:9]=[CH:10][C:11]=3[O:13][C:14]3[CH:20]=[CH:19][C:17]([NH2:18])=[CH:16][C:15]=3[F:21])[NH:6][CH:5]=2)[CH2:3][CH2:2]1.Cl[C:23]1[CH:28]=[C:27]([C:29]([F:32])([F:31])[F:30])[N:26]=[C:25]([NH2:33])[N:24]=1.Cl.[OH-].[Na+]>O>[CH:1]1([C:4]2[C:12]3[C:7](=[N:8][CH:9]=[CH:10][C:11]=3[O:13][C:14]3[CH:20]=[CH:19][C:17]([NH:18][C:23]4[CH:28]=[C:27]([C:29]([F:32])([F:30])[F:31])[N:26]=[C:25]([NH2:33])[N:24]=4)=[CH:16][C:15]=3[F:21])[NH:6][CH:5]=2)[CH2:3][CH2:2]1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 130869074-Chloro-6-(trifluoromethyl)pyrimidin-2-amine2 回HCID 597410174-[(3-cyclopropyl-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy]-3-fluoroaniline

生成物 1

HCID 11690823N4-{4-[(3-Cyclopropyl-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy]-3-fluorophenyl}-6-(trifluoromethyl)pyrimidine-2,4-diamine

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

114 mg (0.40 mmol) of 4-[(3-cyclopropyl-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy]-3-fluoroaniline and 95 mg (0.48 mmol) of 4-chloro-6-(trifluoromethyl)pyrimidine-2-amine are suspended in 3.5 ml of water. 0.52 ml (0.52 mmol) of 1N hydrochloric acid are added, and the mixture is heated at reflux overnight. Another 30 mg (0.15 mmol) of 4-chloro-6-(trifluoromethyl)pyrimidine-2-amine are then added, and the mixture is heated for another 6 hours. By addition of 1N aqueous sodium hydroxide solution, the pH is adjusted to 10, resulting in the precipitation of crystals. The crystals are filtered off with suction and purified by chromatography on silica gel (mobile phase: dichloromethane/methanol (7N ammonia) 100:1 to 100:3).

後処理

  1. temperaturethe mixture is heated
  2. temperatureat reflux overnight
  3. temperaturethe mixture is heated for another 6 hours
  4. customresulting in the precipitation of crystals
  5. filtrationThe crystals are filtered off with suction
  6. custompurified by chromatography on silica gel (mobile phase: dichloromethane/methanol (7N ammonia) 100:1 to 100:3)

出典と根拠

ORDレコード
ord-12377dd186ee482bb37391b3a8b567ff
出典データセット
uspto-grants-2012_12
特許番号
US08329716B2

反応ノート

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