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

HRID 849924노트

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HRID 849924 반응식
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

참가 물질

6

반응물 2

HCID 962WaterHCID 193654963-[4-(Butoxycarbonylmethoxy)-2-fluoro5-nitrophenyl]-1-methyl-6-trifluoromethyl-2-oxo-1,2-dihydropyrazine2회

생성물 1

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

시약·촉매·용매 3

HCID 23925Iron촉매HCID 176Acetic Acid용매2회HCID 8857Ethyl Acetate용매

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온도
50 °C

실험 절차

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.).

후처리

  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

출처 및 근거

ORD 기록
ord-06109099fd874d3594e9fd00c801ff6d
출처 데이터셋
uspto-grants-2000_01
특허 번호
US06015774

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