Hydrochloric Acid → HCID 18322728, compound

HRID 1490031Notes

Reaction equation

HRID 1490031 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.Cl>O1CCOCC1>[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 18322728HCID 18322728, compoundYield 135.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

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

Workup

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

Sources & evidence

ORD record
ord-bdf9681bd14a470b93baff2b6a98ddc3
Source dataset
uspto-grants-1997_10
Patent number
US05681820

Reaction notes

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