Water → 2-(4-Amino-3-fluorophenyl)-6,8-difluoro-5-(4-methyl-3-pentenylamino)-4H-1-benzopyran-4-one

HRID 1736215ノート

反応式

HRID 1736215 の反応式
C(OC([N:8]([C:12]1[CH:17]=[CH:16][C:15]([C:18]2[O:19][C:20]3[C:28]([F:29])=[CH:27][C:26]([F:30])=[C:25]([NH:31][CH2:32][CH2:33][CH:34]=[C:35]([CH3:37])[CH3:36])[C:21]=3[C:22](=[O:24])[CH:23]=2)=[CH:14][C:13]=1[F:38])COC)=O)(C)(C)C.S(=O)(=O)(O)O.O>C(O)C>[NH2:8][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[O:19][C:20]3[C:28]([F:29])=[CH:27][C:26]([F:30])=[C:25]([NH:31][CH2:32][CH2:33][CH:34]=[C:35]([CH3:36])[CH3:37])[C:21]=3[C:22](=[O:24])[CH:23]=2)=[CH:14][C:13]=1[F:38]

参加物

5

反応物 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 194348222-[4-[N-(tert-butoxycarbonyl)-N-methoxymethylamino]-3-fluorophenyl]-6,8-difluoro-5-(4-methyl-3-pentenylamino)-4H-1-benzopyran-4-one

生成物 1

HCID 194349092-(4-Amino-3-fluorophenyl)-6,8-difluoro-5-(4-methyl-3-pentenylamino)-4H-1-benzopyran-4-one収率 69%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

1.03 g (1.94 mmol) of the above 2-[4-[N-(tert-butoxycarbonyl)-N-methoxymethylamino]-3-fluorophenyl]-6,8-difluoro-5-(4-methyl-3-pentenylamino)-4H-1-benzopyran-4-one was dissolved in 80 mL of ethanol, 20 mL of 50% sulfuric acid was added and the mixture was stirred at room temperature for 18 hours. Water was added to the reaction solution and the mixture was extracted twice with ethyl acetate. The organic layer was washed once with an aqueous saturated solution of sodium bicarbonate, once with water and once with an aqueous saturated solution of sodium chloride and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=5:2-2:1) to give 520 mg of Compound 137 (yield: 69%).

後処理

  1. extractionthe mixture was extracted twice with ethyl acetate
  2. washThe organic layer was washed once with an aqueous saturated solution of sodium bicarbonate, once with water and once with an aqueous saturated solution of sodium chloride
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationThe solvent was distilled off under reduced pressure
  5. customthe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=5:2-2:1)

出典と根拠

ORDレコード
ord-64dbb16da52541278155aaf404452d68
出典データセット
uspto-grants-1996_07
特許番号
US05539112

反応ノート

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