Water → Methyl 2-(2,4-difluorophenylamino)-5-fluoro-6-methoxynicotinate

HRID 232449노트

반응식

HRID 232449 반응식
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[N:19]=[C:18]([OH:20])[C:17]([F:21])=[CH:16][C:11]=1[C:12]([O:14][CH3:15])=[O:13].[C:22](=O)([O-])[O-].[K+].[K+].CI.O>CN(C)C=O.C(O)(C)C.C(OCC)(=O)C>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[N:19]=[C:18]([O:20][CH3:22])[C:17]([F:21])=[CH:16][C:11]=1[C:12]([O:14][CH3:15])=[O:13]

참가 물질

8

반응물 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 178498343Methyl 2-(2,4-difluorophenylamino)-5-fluoro-6-hydroxynicotinate

생성물 1

HCID 13821754Methyl 2-(2,4-difluorophenylamino)-5-fluoro-6-methoxynicotinate수율 90.7%

시약·촉매·용매 3

HCID 3776Isopropanol용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

In 5 ml of N,N-dimethylformamide was dissolved 200 mg of methyl 2-(2,4-diflurophenylamino)-5-fluoro-6-hydroxynicotinate, and thereto were added 110 mg of potassium carbonate and 0.11 g of methyl iodide at room temperature, after which the resulting mixture was subjected to reaction at the same temperature for 1 hour. To the reaction mixture were added 20 ml of water and 20 ml of ethyl acetate, 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 then to the crystalline material thus obtained was added 5 ml of isopropyl alcohol, after which crystals were collected by filtration to obtain 190 mg (yield 90.7%) of methyl 2-(2,4-difluorophenylamino)-5-fluoro-6-methoxynicotinate. The physical properties of this compound were identical with those of the compound obtained in Example 2.

후처리

  1. customafter which the resulting mixture was subjected to reaction at the same temperature for 1 hour
  2. customthe organic layer was separated
  3. washwashed successively with 10 ml of water and 10 ml of saturated aqueous sodium chloride solution
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was removed by distillation under reduced pressure
  6. customto the crystalline material thus obtained
  7. filtrationafter which crystals were collected by filtration

출처 및 근거

ORD 기록
ord-6f9801fa5d1f44f4b54aef05e4da9ccc
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04851535

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