Potassium Carbonate → HCID 10270831, compound

HRID 1797568Notes

Reaction equation

HRID 1797568 reaction equation
Cl.[NH2:2][CH2:3][C:4]1[N:5]([CH2:26][CH:27]([CH3:29])[CH3:28])[C:6](=[O:25])[C:7]2[C:12]([C:13]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[CH:11][C:10](/[CH:20]=[CH:21]/[C:22]([NH2:24])=[O:23])=[CH:9][CH:8]=2.C(=O)([O-])[O-].[K+].[K+]>O>[NH2:2][CH2:3][C:4]1[N:5]([CH2:26][CH:27]([CH3:29])[CH3:28])[C:6](=[O:25])[C:7]2[C:12]([C:13]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[CH:11][C:10](/[CH:20]=[CH:21]/[C:22]([NH2:24])=[O:23])=[CH:9][CH:8]=2

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 22175492HCID 22175492, compound

Product 1

HCID 10270831HCID 10270831, compoundYield 54.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

(E)-3-[3-(Aminomethyl)-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-6-isoquinolinyl]-2-propenamide hydrochloride (Example 159 (6)) (0.13 g, 0.3 mmol) was dissolved in water (10 mL) and saturated aqueous potassium carbonate solution (10 mL) was added. The mixture was extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The precipitated crystals were recrystallized from ethyl acetate-diisopropyl ether to give (E)-3-[3-(aminomethyl)-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-6-isoquinolinyl]-2-propenamide (0.06 g, 54.5%) as crystals.

Workup

  1. extractionThe mixture was extracted 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 precipitated crystals were recrystallized from ethyl acetate-diisopropyl ether

Sources & evidence

ORD record
ord-44d96fc58e2944dba73602bbbb74b57b
Source dataset
uspto-grants-2006_04
Patent number
US07034039B2

Reaction notes

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