Hydrochloric Acid → HCID 22494243, compound

HRID 1816593Notes

Reaction equation

HRID 1816593 reaction equation
[C:1]([C:3]1[CH:8]=[C:7]([CH2:9][CH:10]([O:16][CH:17]([CH3:19])[CH3:18])[C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:6]=[CH:5][N:4]=1)#[N:2].[ClH:20].[H][H]>C(O)C.[C].[Pd]>[ClH:20].[NH2:2][CH2:1][C:3]1[CH:8]=[C:7]([CH2:9][CH:10]([O:16][CH:17]([CH3:18])[CH3:19])[C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:6]=[CH:5][N:4]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 22494275HCID 22494275, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22494243HCID 22494243, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

1.0 g of ethyl 3-(2-cyano-4-pyridyl)-2-isopropoxypropanoate was dissolved in 70 mL ethanol, and 1.9 mL conc. hydrochloric acid and 0.9 g of 10% palladium-carbon were added thereto, and the mixture was stirred at room temperature for 2 hours in a hydrogen atmosphere. After the catalyst was filtered off and the solvent was evaporated, the reaction product was subjected to azeotropic distillation with ethyl acetate and toluene, to give 1.21 g of ethyl 3-[2-(aminomethyl)-4-pyridyl]-2-isopropoxypropanoate hydrochloride was obtained as a crude product.

Workup

  1. filtrationAfter the catalyst was filtered off
  2. customthe solvent was evaporated
  3. distillationthe reaction product was subjected to azeotropic distillation with ethyl acetate and toluene

Sources & evidence

ORD record
ord-3639ddb93f3a4b5eaf06b958d9392843
Source dataset
uspto-grants-2005_04
Patent number
US06884821B1

Reaction notes

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