Hydrochloric Acid → Methyl 1-cyclopropyl-5-hydroxyisoquinoline-7-carboxylate

HRID 545209노트

반응식

HRID 545209 반응식
[CH3:1][O:2][C:3]([C:5]1[CH:14]=[C:13]2[C:8]([CH:9]=[CH:10][N:11]=[C:12]2[CH:15]2[CH2:17][CH2:16]2)=[C:7]([O:18]C(=O)C)[CH:6]=1)=[O:4].C([O-])([O-])=O.[K+].[K+].Cl>C1COCC1.CO.CCOC(C)=O>[CH3:1][O:2][C:3]([C:5]1[CH:14]=[C:13]2[C:8]([CH:9]=[CH:10][N:11]=[C:12]2[CH:15]2[CH2:16][CH2:17]2)=[C:7]([OH:18])[CH:6]=1)=[O:4]

참가 물질

7

반응물 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 57440908Methyl 5-acetoxy-1-cyclopropylisoquinoline-7-carboxylate

생성물 1

HCID 57440909Methyl 1-cyclopropyl-5-hydroxyisoquinoline-7-carboxylate

시약·촉매·용매 3

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

5-Acetoxy-1-cyclopropyl-isoquinoline-7-carboxylic acid methyl ester (12.7 g, 44.6 mmol) was dissolved in THF (90 ml)-MeOH (30 ml) and K2CO3 (3.69 g, 26.7 mmol) was added thereto. After stirring at room temperature for 20 h, the reaction mixture was diluted with EtOAc and diluted HCl aq. (26.7 mmol). The mixture was extracted with EtOAc and the organic layer was washed with brine, dried over MgSO4. The desiccant was removed through filtration and the filtrate was concentrated under reduced pressure. The residue was triturated with EtOAc and hexane (1:2) and the insoluble solid was collected through filtration to obtain the intended compound as a colorless solid.

후처리

  1. additionwas added
  2. extractionThe mixture was extracted with EtOAc
  3. washthe organic layer was washed with brine
  4. dry with materialdried over MgSO4
  5. customThe desiccant was removed through filtration
  6. concentrationthe filtrate was concentrated under reduced pressure
  7. customThe residue was triturated with EtOAc and hexane (1:2)
  8. filtrationthe insoluble solid was collected through filtration

출처 및 근거

ORD 기록
ord-564fa910f5874014939914d114aad4bf
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07935712B2

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