Sodium Hydroxide → HCID 43427375, compound

HRID 1783907Notes

Reaction equation

HRID 1783907 reaction equation
C[O:2][C:3](=[O:22])[C:4]1[CH:9]=[CH:8][C:7]([C:10](=[O:21])[NH:11][CH2:12][CH2:13][N:14]([CH:18]([CH3:20])[CH3:19])[CH:15]([CH3:17])[CH3:16])=[N:6][CH:5]=1.[OH-].[Na+]>C1COCC1.CO>[CH:18]([N:14]([CH:15]([CH3:17])[CH3:16])[CH2:13][CH2:12][NH:11][C:10]([C:7]1[CH:8]=[CH:9][C:4]([C:3]([OH:22])=[O:2])=[CH:5][N:6]=1)=[O:21])([CH3:19])[CH3:20]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 39468342HCID 39468342, compound

Product 1

HCID 43427375HCID 43427375, compoundYield 88.9%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1100 mg (3.6 mmol) 6-(2-diisopropylamino-ethylcarbamoyl)-nicotinic acid methyl ester in 10 ml THF and 3.0 ml MeOH was added 3.6 ml of an 2N aqueous NaOH solution. After 4 h at rt the solvent was evaporated. The residue was acidified with 1N HCl, filtered off and washed with water to give 936 mg (3.2 mmol) 6-(2-diisopropylamino-ethylcarbamoyl)-nicotinic acid; ; exact MW [M+H] calc'd: 294.18; MW found [M+H]: 209.15.

Workup

  1. customAfter 4 h at rt the solvent was evaporated
  2. filtrationfiltered off
  3. washwashed with water

Sources & evidence

ORD record
ord-d4f71ddca79f434ca74141127ac04f8c
Source dataset
uspto-grants-2009_03
Patent number
US07501451B2

Reaction notes

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