Hydrochloric Acid → HCID 21834416, compound

HRID 1740965Notes

Reaction equation

HRID 1740965 reaction equation
C[O:2][C:3](=[O:19])[CH:4]([CH2:9][CH2:10][C:11]1[CH:16]=[C:15]([CH3:17])[CH:14]=[C:13]([NH2:18])[N:12]=1)[NH:5]C(=O)C.[ClH:20]>>[ClH:20].[ClH:20].[NH2:18][C:13]1[N:12]=[C:11]([CH2:10][CH2:9][CH:4]([C:3]([OH:19])=[O:2])[NH2:5])[CH:16]=[C:15]([CH3:17])[CH:14]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 21834415HCID 21834415, compound

Product 1

HCID 21834416HCID 21834416, compoundYield 58%

Procedure

N-Acetyl-α-(2-(6-amino-4-methylpyrid-2-yl)ethyl)glycine methyl ester (200 mg, 0.75 mmol) was heated in 6.0 mL of refluxing 2 N aqueous hydrochloric acid for 2.5 h. The solution was cooled and evaporated. The residue was dissolved in 2.75 mL of warm methanol and the solution was concentrated to a volume of 1-1.5 mL. Ethyl acetate (1.0 mL) and seed crystals were added. The crystals were separated using a Craig tube and recrystallized again to give 122 mg (58% yield) of α-(2-(6-amino-4-methylpyrid-2-yl)ethyl)glycine dihydrochloride as white crystals.

Workup

  1. temperatureThe solution was cooled
  2. customevaporated
  3. dissolutionThe residue was dissolved in 2.75 mL of warm methanol
  4. concentrationthe solution was concentrated to a volume of 1-1.5 mL
  5. additionEthyl acetate (1.0 mL) and seed crystals were added
  6. customThe crystals were separated
  7. customrecrystallized again

Sources & evidence

ORD record
ord-0eaebffaeaf84165b1af5cfa1ba3c748
Source dataset
uspto-grants-1999_10
Patent number
US05972975

Reaction notes

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