5,7-Dichloro-6-(2,6-difluorophenyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid methyl ester → 5-Chloro-6-(2,6-difluorophenyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid methyl ester

HRID 1851233노트

반응식

HRID 1851233 반응식
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[N:7][N:8]2[C:13](Cl)=[C:12]([C:15]3[C:20]([F:21])=[CH:19][CH:18]=[CH:17][C:16]=3[F:22])[C:11]([Cl:23])=[N:10][C:9]=12)=[O:4]>C(O)C.O.C1COCC1.[Zn]>[CH3:1][O:2][C:3]([C:5]1[CH:6]=[N:7][N:8]2[CH:13]=[C:12]([C:15]3[C:20]([F:21])=[CH:19][CH:18]=[CH:17][C:16]=3[F:22])[C:11]([Cl:23])=[N:10][C:9]=12)=[O:4]

참가 물질

6

반응물 1

HCID 867030455,7-Dichloro-6-(2,6-difluorophenyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid methyl ester

생성물 1

HCID 867030445-Chloro-6-(2,6-difluorophenyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid methyl ester

시약·촉매·용매 4

HCID 23994Zinc촉매HCID 702Ethanol용매HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

5 g (13.96 mmol) 5,7-Dichloro-6-(2,6-difluorophenyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid methyl ester are dissolved in a mixture of 355 mL ethanol, 253 mL water and 136 mL THF. After addition of 5.8 g (89 mmol) zinc in portions, the mixture is vigorously stirred at rt for three hours. Stirring is continued over night. The reaction mixture is filtered via a glass microfibre filter and washed with plenty of ethanol. The solvent has been removed and the residue redissolved in ethyl acetate. After washing twice with brine and drying over Na2SO4, the solvent is evaporated and the residue is used in the next step as the crude contaminated product (2.3 g=51%).

후처리

  1. stirringStirring
  2. waitis continued over night
  3. filtrationThe reaction mixture is filtered via a glass microfibre
  4. filtrationfilter
  5. washwashed with plenty of ethanol
  6. customThe solvent has been removed
  7. dissolutionthe residue redissolved in ethyl acetate
  8. washAfter washing twice with brine
  9. dry with materialdrying over Na2SO4
  10. customthe solvent is evaporated

출처 및 근거

ORD 기록
ord-b3c6a6e76e3949e0b68edd5ca03c071c
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08957064B2

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