Water → 7-(2-methoxy-4,6-dimethylpyridin-3-yl)-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[4,3-c]quinolin-4(5H)-one

HRID 1043937ノート

反応式

HRID 1043937 の反応式
F[C:2]1[CH:7]=[C:6]([C:8]2[C:9]([O:16][CH3:17])=[N:10][C:11]([CH3:15])=[CH:12][C:13]=2[CH3:14])[CH:5]=[CH:4][C:3]=1[C:18]1[N:22]([CH:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)[N:21]=[CH:20][C:19]=1[C:29]([NH2:31])=[O:30].O>CN1C(=O)CCC1>[CH3:17][O:16][C:9]1[C:8]([C:6]2[CH:7]=[CH:2][C:3]3[C:18]4[N:22]([CH:23]5[CH2:28][CH2:27][O:26][CH2:25][CH2:24]5)[N:21]=[CH:20][C:19]=4[C:29](=[O:30])[NH:31][C:4]=3[CH:5]=2)=[C:13]([CH3:14])[CH:12]=[C:11]([CH3:15])[N:10]=1

参加物

4

反応物 2

HCID 962WaterHCID 866863655-[2-fluoro-4-(2-methoxy-4,6-dimethylpyridin-3-yl)phenyl]-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole-4-carboxamide

生成物 1

HCID 1362539837-(2-methoxy-4,6-dimethylpyridin-3-yl)-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[4,3-c]quinolin-4(5H)-one収率 60.2%

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
90 °C

実験手順

KTB (655 mg) was added to a solution of 5-[2-fluoro-4-(2-methoxy-4,6-dimethylpyridin-3-yl)phenyl]-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole-4-carboxamide (1.52 g) in NMP (15 mL), and the mixture was stirred at 90° C. for 30 minutes. KTB (40 mg) was added to the reaction mixture, and the mixture was stirred at 90° C. for 30 minutes. Further, KTB (40 mg) was added to the reaction mixture, and the mixture was stirred at 90° C. for 30 minutes. The reaction mixture was cooled to room temperature. Water (3 mL) was added to the reaction mixture. The solid was precipitated. After stirring for one hour directly, the precipitated solid was collected by filtration. The residue was washed with water (1 mL). The resulting solid was suspended in 1-propanol/water (9/1) (2 mL) and dissolved by heating under reflux. The solution was cooled to room temperature over one hour. The precipitated solid was collected by filtration. The resulting solid was dried under reduced pressure at 50° C. to give the title compound (872 mg). The instrumental data were identical to those of the title compound synthesized in Example 4.

後処理

  1. additionKTB (40 mg) was added to the reaction mixture
  2. stirringthe mixture was stirred at 90° C. for 30 minutes
  3. additionFurther, KTB (40 mg) was added to the reaction mixture
  4. stirringthe mixture was stirred at 90° C. for 30 minutes
  5. temperatureThe reaction mixture was cooled to room temperature
  6. customThe solid was precipitated
  7. stirringAfter stirring for one hour directly
  8. filtrationthe precipitated solid was collected by filtration
  9. washThe residue was washed with water (1 mL)
  10. dissolutiondissolved
  11. temperatureby heating
  12. temperatureunder reflux
  13. temperatureThe solution was cooled to room temperature over one hour
  14. filtrationThe precipitated solid was collected by filtration
  15. customThe resulting solid was dried under reduced pressure at 50° C.

出典と根拠

ORDレコード
ord-cc5aae77424445c3a3e6cacf79e91aaf
出典データセット
uspto-grants-2013_10
特許番号
US08563565B2

反応ノート

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