Hydrochloric Acid → 1-(6-Methoxy-3-pyridazinyl)-5-(2-pyridyl)pyrazole-3-carboxylic acid

HRID 1437285노트

반응식

HRID 1437285 반응식
C[O:2][C:3]([C:5]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)[N:7]([C:16]2[N:17]=[N:18][C:19]([O:22][CH3:23])=[CH:20][CH:21]=2)[N:6]=1)=[O:4].Cl.C(Cl)(Cl)Cl.CO>CO.O1CCCC1.[OH-].[Na+]>[CH3:23][O:22][C:19]1[N:18]=[N:17][C:16]([N:7]2[C:8]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=3)=[CH:9][C:5]([C:3]([OH:4])=[O:2])=[N:6]2)=[CH:21][CH:20]=1

참가 물질

7

반응물 3

HCID 313Hydrochloric AcidHCID 21584188Chloroform methanolHCID 23143541methyl 1-(6-methoxy-3-pyridazinyl)-5-(2-pyridyl)-1H-pyrazole-3-carboxylate

생성물 1

HCID 116737881-(6-Methoxy-3-pyridazinyl)-5-(2-pyridyl)pyrazole-3-carboxylic acid수율 67.6%

시약·촉매·용매 3

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매HCID 14798Sodium Hydroxide용매

실험 절차

1-(6-Methoxy-3-pyridazinyl)-5-(2-pyridyl)pyrazole-3-carboxylic acid methyl ester (2.20 g) obtained in Method B step 3) of Referential Example 139 was dissolved in a solvent mixture of methanol (30 mL) and tetrahydrofuran (30 mL), and 1N aqueous sodium hydroxide (15 mL) was added to the solution at room temperature, followed by stirring for 2.5 hours. Under cooling with ice, 1N aqueous hydrochloric acid (15 mL) and a solvent mixture of chloroform-methanol (10:1) were added to the reaction mixture for partitioning the mixture. The organic layer was dried over sodium sulfate anhydrate, followed by filtration. The solvent was removed under reduced pressure, and isopropyl ether was added to the residue, and then the precipitated solid was recovered by filtration, to thereby give the title compound (1.42 g, 47.6%).

후처리

  1. additionwas added to the solution at room temperature
  2. additionwere added to the reaction mixture
  3. customfor partitioning the mixture
  4. dry with materialThe organic layer was dried over sodium sulfate anhydrate
  5. filtrationfollowed by filtration
  6. customThe solvent was removed under reduced pressure, and isopropyl ether
  7. additionwas added to the residue
  8. filtrationthe precipitated solid was recovered by filtration

출처 및 근거

ORD 기록
ord-c4530ea073ba483d8338032c3e978d1e
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07622471B2

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