Water → 3-(7-fluoro-3-oxo-2H-1,4-benzoxazin-6-yl)-1-methyl-6-trifluoromethyl-2-oxo-1,2-dihydropyrazine

HRID 849924ノート

反応式

HRID 849924 の反応式
O.C(O[C:7]([CH2:9][O:10][C:11]1[C:16]([N+:17]([O-])=O)=[CH:15][C:14]([C:20]2[C:21](=[O:31])[N:22]([CH3:30])[C:23]([C:26]([F:29])([F:28])[F:27])=[CH:24][N:25]=2)=[C:13]([F:32])[CH:12]=1)=[O:8])CCC>C(OCC)(=O)C.C(O)(=O)C.[Fe]>[F:32][C:13]1[C:14]([C:20]2[C:21](=[O:31])[N:22]([CH3:30])[C:23]([C:26]([F:27])([F:29])[F:28])=[CH:24][N:25]=2)=[CH:15][C:16]2[NH:17][C:7](=[O:8])[CH2:9][O:10][C:11]=2[CH:12]=1

参加物

6

反応物 2

HCID 962WaterHCID 193654963-[4-(Butoxycarbonylmethoxy)-2-fluoro5-nitrophenyl]-1-methyl-6-trifluoromethyl-2-oxo-1,2-dihydropyrazine2 回

生成物 1

HCID 117276093-(7-fluoro-3-oxo-2H-1,4-benzoxazin-6-yl)-1-methyl-6-trifluoromethyl-2-oxo-1,2-dihydropyrazine収率 56.8%

試薬・触媒・溶媒 3

HCID 23925Iron触媒HCID 176Acetic Acid溶媒2 回HCID 8857Ethyl Acetate溶媒

反応条件

温度
50 °C

実験手順

Then, 2.8 g of iron powder was added to a mixture of 5 ml of acetic acid and 50 ml of water, and the mixture was heated to 50° C. To this was slowly added dropwise a solution of 2.8 g of 3-[4-(butoxycarbonylmethoxy)-2-fluoro-5-nitrophenyl]-1-methyl-6-trifluoromethyl-2-oxo-1,2-dihydropyrazine (the present compound obtained in step (3) above) in 25 ml of ethyl acetate and 25 ml of acetic acid. The mixture was stirred at an internal temperature of 60° to 70° C. for 1 hour. After completion of the reaction, the reaction mixture was poured into ice water, followed by extraction with ethyl acetate. The organic layer was washed with saturated sodium hydrogencarbonate solution, water, and saturated sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated, which afforded 1.22 g of 3-(7-fluoro-3-oxo-2H-1,4-benzoxazin-6-yl)-1-methyl-6-trifluoromethyl-2-oxo-1,2-dihydropyrazine (present compound 2-49; m.p., 182.5° C.).

後処理

  1. customAfter completion of the reaction
  2. extractionfollowed by extraction with ethyl acetate
  3. washThe organic layer was washed with saturated sodium hydrogencarbonate solution, water, and saturated sodium chloride solution
  4. dry with materialdried with anhydrous magnesium sulfate
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-06109099fd874d3594e9fd00c801ff6d
出典データセット
uspto-grants-2000_01
特許番号
US06015774

反応ノート

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