Acetic Acid → Irsenontrine

HRID 1043946ノート

反応式

HRID 1043946 の反応式
[OH-].[Na+].F[C:4]1[CH:9]=[C:8]([C:10]2[C:15]([CH3:16])=[CH:14][N:13]=[C:12]([O:17][CH3:18])[C:11]=2[CH3:19])[CH:7]=[CH:6][C:5]=1[C:20]1[N:24]([C@H:25]2[CH2:29][CH2:28][O:27][CH2:26]2)[N:23]=[CH:22][C:21]=1[C:30]([NH2:32])=[O:31].O.C(O)(=O)C>CS(C)=O>[CH3:18][O:17][C:12]1[C:11]([CH3:19])=[C:10]([C:8]2[CH:9]=[CH:4][C:5]3[C:20]4[N:24]([C@H:25]5[CH2:29][CH2:28][O:27][CH2:26]5)[N:23]=[CH:22][C:21]=4[C:30](=[O:31])[NH:32][C:6]=3[CH:7]=2)[C:15]([CH3:16])=[CH:14][N:13]=1

参加物

6

反応物 4

HCID 176Acetic AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 86686376HCID 86686376、化合物

生成物 1

HCID 136253996Irsenontrine収率 96.1%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

Sodium hydroxide powder (9.43 g) was added at one time to a solution of 5-[2-fluoro-4-(2-methoxy-3,5-dimethylpyridin-4-yl)phenyl]-1-[(S)-tetrahydrofuran-3-yl]-1H-pyrazole-4-carboxamide (37.2 g) in DMSO (186 mL) at room temperature. The reaction mixture was stirred at the same temperature for 50 minutes and then at 70° C. for 45 minutes. Under water-cooling, water (600 mL) was added dropwise to the reaction mixture, and then acetic acid (13.5 mL) was added dropwise. The precipitated powder was collected by filtration. The collected subject was washed with water and MTBE and then dried under reduced pressure to give the title compound (34.0 g).

後処理

  1. waitat 70° C. for 45 minutes
  2. temperatureUnder water-cooling
  3. filtrationThe precipitated powder was collected by filtration
  4. washwas washed with water and MTBE
  5. customdried under reduced pressure

出典と根拠

ORDレコード
ord-3e2eaef73b9d411badb4aefead73400f
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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