Hydrochloric Acid → 5-[2-Hydroxy-4-(5-fluoro-2-methoxyphenyl)-4-methyl-2-methyl-pentylamino]-phthalide

HRID 430472

反応式

HRID 430472 の反応式
C([NH:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[C:10](=[O:11])[O:9][CH2:8]2)(=O)C.[H-].[Na+].[OH:17][C:18]([C:43](F)(F)F)([CH2:31][CH:32]([C:34]1[CH:39]=[C:38]([F:40])[CH:37]=[CH:36][C:35]=1[O:41][CH3:42])[CH3:33])[CH2:19]OS(C1C=CC(C)=CC=1)(=O)=O.Cl.[C:48](=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[OH:17][C:18]([CH3:43])([CH2:31][C:32]([C:34]1[CH:39]=[C:38]([F:40])[CH:37]=[CH:36][C:35]=1[O:41][CH3:42])([CH3:33])[CH3:48])[CH2:19][NH:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[C:10](=[O:11])[O:9][CH2:8]2

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 24758Sodium hydrideHCID 5909685-Acetamido-phthalideHCID 183506454-Toluenesulfonic acid-[2-hydroxy-4-(5-fluoro-2-methoxyphenyl)-2-trifluoromethyl-pentyl]-ester

生成物 1

HCID 183506575-[2-Hydroxy-4-(5-fluoro-2-methoxyphenyl)-4-methyl-2-methyl-pentylamino]-phthalide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

688 mg of 5-acetamidophthalide in 15 ml of dimethylformamide is mixed under argon at 0° C. with 108 mg of an 80% sodium hydride/oil suspension. After 10 minutes of stirring at this temperature, 556 mg of 4-toluenesulfonic acid-[2-hydroxy-4-(5-fluoro-2-methoxyphenyl)-2-trifluoromethyl-pentyl]-ester is added. After 16 hours of stirring at 60° C., it is added to 1 M hydrochloric acid, neutralized with potassium carbonate and extracted with ethyl acetate. After drying (Na2SO4), the crude product is chromatographed on silica gel. With hexane/ethyl acetate (60:40), the title compound is obtained in a crystalline state, flash point 148-149° C.

後処理

  1. additionis added
  2. extractionextracted with ethyl acetate
  3. dry with materialAfter drying (Na2SO4)
  4. customthe crude product is chromatographed on silica gel

出典と根拠

ORDレコード
ord-2f3204f144704d4e8ba7a9135a48a5be
出典データセット
uspto-grants-2001_11
特許番号
US06323199B1

関連ノート

読み込み中…