Sodium Hydroxide → 1-Cyclopropyl-isoquinoline-3-carboxylic acid

HRID 334024Notes

Reaction equation

HRID 334024 reaction equation
C[O:2][C:3]([C:5]1[N:6]=[C:7]([CH:15]2[CH2:17][CH2:16]2)[C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:4].[OH-].[Na+]>CO>[CH:15]1([C:7]2[C:8]3[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=3)[CH:14]=[C:5]([C:3]([OH:4])=[O:2])[N:6]=2)[CH2:16][CH2:17]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 866882541-Cyclopropyl-isoquinoline-3-carboxylic acid methyl ester

Product 1

HCID 866882551-Cyclopropyl-isoquinoline-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

350 mg (1.54 mmol) 1-cyclopropyl-isoquinoline-3-carboxylic acid methyl ester was dissolved in 10 mL MeOH and treated with 2.50 mL 4 M aqueous NaOH solution at RT for 12 h. The solvent was removed by distillation, the residue taken up in water, acidified with 4 M aqueous hydrochlorid acid and extracted with EtOAc. The combined organic phases were dried over sodium sulfate, filtered and concentrated in vacuo.

Workup

  1. customThe solvent was removed by distillation
  2. extractionextracted with EtOAc
  3. dry with materialThe combined organic phases were dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-75cc234d52b84dc7b7430ba2e8881658
Source dataset
uspto-grants-2014_11
Patent number
US08883789B2

Reaction notes

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