Sodium Hydroxide → 1-Cyclopropyl-5-methoxyisoquinoline-7-carboxylic acid

HRID 545211Notes

Reaction equation

C[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][CH3:19])[CH:6]=1)=[O:4].[OH-].[Na+]>C1COCC1.CO>[CH:15]1([C:12]2[C:13]3[C:8](=[C:7]([O:18][CH3:19])[CH:6]=[C:5]([C:3]([OH:4])=[O:2])[CH:14]=3)[CH:9]=[CH:10][N:11]=2)[CH2:16][CH2:17]1

Participants

Conditions

Temperature: 60 °C

Procedure

1-Cyclopropyl-5-methoxy-isoquinoline-7-carboxylic acid methyl ester (4.87 g, 18.9 mmol) was dissolved in THF (50 ml) and MeOH (50 ml), and 5N NaOH aq. (18.9 ml) was added thereto. After stirred at 60° C. for 2 h, the mixture was concentrated in vacuo. The residue was triturated with H2O and 5N HCl aq. (18.9 ml) and the insoluble solid was collected through filtration to obtain the intended compound as a colorless solid.

Workup

concentrationthe mixture was concentrated in vacuo
customThe residue was triturated with H2O and 5N HCl aq. (18.9 ml)
filtrationthe insoluble solid was collected through filtration

Sources & evidence

ORD record: ord-1e68417dd62749e19a7bc8698d5a89a8
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07935712B2

Reaction notes

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