Hydrochloric Acid → HCID 70248930, compound

HRID 2120067Notes

Reaction equation

HRID 2120067 reaction equation
CC(C)(OC([NH:7][CH2:8][C:9]([NH:11][CH:12]([C:19]1[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=1)[CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=[O:10])=O)C.[ClH:26]>O1CCOCC1>[ClH:26].[ClH:26].[NH2:7][CH2:8][C:9]([NH:11][CH:12]([C:19]1[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=1)[CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=[O:10]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 53777820HCID 53777820, compound

Product 1

HCID 70248930HCID 70248930, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

Ethyl β-[[2-[[(1,1-dimethylethoxy)carbonyl]amino]acetyl]amino]-pyridine-3-propanoate (from Step 3) (232 g, 0.66 mole) was dissolved in warm dioxane (1 liter). After cooling to room temperature, 4M HCl in dioxane (1.6 liters) (Aldrich) was slowly added. A white precipitate formed after several minutes and then turned to a thick sticky material. After 2 hours, the solvent was decanted off. The residue was slurried in ether and the ether decanted off until a white solid resulted. This was dried under vacuum to yield ethyl β-[(2-aminoacetyl)amino]pyridine-3-propanoate, bis hydrochloride salt as a white hygroscopic solid (224.2 g).

Workup

  1. customA white precipitate formed after several minutes
  2. customthe solvent was decanted off
  3. customthe ether decanted off until a white solid
  4. customresulted
  5. customThis was dried under vacuum

Sources & evidence

ORD record
ord-35a46a67fb8e43868f46800cf086bed8
Source dataset
uspto-grants-2004_02
Patent number
US06689754B1

Reaction notes

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