Sodium Hydroxide → HCID 9969455, compound

HRID 1797538Notes

Reaction equation

HRID 1797538 reaction equation
Cl.[NH2:2][CH2:3][C:4]1[N:5]([CH2:25][CH:26]([CH3:28])[CH3:27])[C:6](=[O:24])[C:7]2[C:12]([C:13]=1[O:14][CH2:15][CH2:16][CH2:17][CH3:18])=[CH:11][C:10](/[CH:19]=[CH:20]/[C:21]([NH2:23])=[O:22])=[CH:9][CH:8]=2.[OH-].[Na+]>O>[NH2:2][CH2:3][C:4]1[N:5]([CH2:25][CH:26]([CH3:27])[CH3:28])[C:6](=[O:24])[C:7]2[C:12]([C:13]=1[O:14][CH2:15][CH2:16][CH2:17][CH3:18])=[CH:11][C:10](/[CH:19]=[CH:20]/[C:21]([NH2:23])=[O:22])=[CH:9][CH:8]=2

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22175367HCID 22175367, compound

Product 1

HCID 9969455HCID 9969455, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To a suspension of (E)-3-[3-(aminomethyl)-4-butoxy-2-isobutyl-1-oxo-1,2-dihydro-6-isoquinolinyl]-2-propenamide hydrochloride (2.04 g, 5 mmol) in water (20 mL) was added 1N sodium hydroxide (20 mL). The obtained mixture was stirred at room temperature for 10 min. The reaction mixture was poured into water and extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The obtained crystals were recrystallized from ethyl acetate to give (E)-3-[3-(aminomethyl)-4-butoxy-2-isobutyl-1-oxo-1,2-dihydro-6-isoquinolinyl]-2-propenamide (1.02 g, 85.0%) as crystals.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe obtained crystals were recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-80442ec221444e379d6592c22988a36f
Source dataset
uspto-grants-2006_04
Patent number
US07034039B2

Reaction notes

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