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

HRID 2218313ノート

反応式

HRID 2218313 の反応式
[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]

参加物

7

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-faee48de2f89479993154ebd3dc2bd6c
出典データセット
uspto-grants-2008_08
特許番号
US07410976B2

反応ノート

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