Water → Ethyl 7-(4-acetyl-1-piperazinyl)-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate

HRID 232502노트

반응식

HRID 232502 반응식
Cl.[C:2]([N:5]1[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1)(=[O:4])[CH3:3].C(N(CC)CC)C.[F:18][C:19]1[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:20]=1[N:26]1[C:35]2[C:30](=[CH:31][C:32]([F:55])=[C:33](OS(C3C(C(C)C)=CC(C(C)C)=CC=3C(C)C)(=O)=O)[N:34]=2)[C:29](=[O:56])[C:28]([C:57]([O:59][CH2:60][CH3:61])=[O:58])=[CH:27]1.O>C(Cl)Cl.C(OCC)C>[C:2]([N:5]1[CH2:10][CH2:9][N:8]([C:33]2[N:34]=[C:35]3[C:30]([C:29](=[O:56])[C:28]([C:57]([O:59][CH2:60][CH3:61])=[O:58])=[CH:27][N:26]3[C:20]3[CH:21]=[CH:22][C:23]([F:25])=[CH:24][C:19]=3[F:18])=[CH:31][C:32]=2[F:55])[CH2:7][CH2:6]1)(=[O:4])[CH3:3]

참가 물질

7

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 126028821-(Piperazin-1-yl)ethanone hydrochlorideHCID 13849335Ethyl 1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-7-(2,4,6-triisopropylbenzenesulfonyloxy)-1,8-naphthyridine-3-carboxylate

생성물 1

HCID 13652919Ethyl 7-(4-acetyl-1-piperazinyl)-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate수율 93.1%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매2회

실험 절차

In 2 ml of methylene chloride was suspended 70 mg of N-acetylpiperazine monohydrochloride, and 80 mg of triethylamine was added thereto to form a solution. Subsequently, 200 mg of ethyl 1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-7-(2,4,6-triisopropylbenzenesulfonyloxy)-1,8-naphthyridine-3-carboxylate was added thereto, and the resulting mixture was subjected to reaction at room temperature for 2 hours. To the reaction mixture were added 8 ml of methylene chloride and 10 ml of water, and the organic layer was separated, washed successively with 10 ml of water and 10 ml of saturated aqueous sodium chloride solution, and then dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure, and to the residue thus obtained was added 5 ml of diethyl ether, after which the crystals thus deposited were collected by filtration to obtain 140 mg (yield 93.1%) of ethyl 7-(4-acetyl-1-piperazinyl)-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate having a melting point of 217°-219° C. The physical properties of this compound were identical with those of the compound obtained in Example 39.

후처리

  1. additionwas added
  2. customto form a solution
  3. customthe resulting mixture was subjected to reaction at room temperature for 2 hours
  4. customthe organic layer was separated
  5. washwashed successively with 10 ml of water and 10 ml of saturated aqueous sodium chloride solution
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customThe solvent was removed by distillation under reduced pressure
  8. customto the residue thus obtained
  9. filtrationafter which the crystals thus deposited were collected by filtration

출처 및 근거

ORD 기록
ord-683b8c0cc62e473eac0adaafb8f82f0c
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04851535

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