Hydrochloric Acid → HCID 70113837, compound

HRID 843719Notes

Reaction equation

HRID 843719 reaction equation
[CH3:1][O:2][C:3](=[O:23])[CH2:4][C@H:5]([NH:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[C:6]([NH:8][C:9]1[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=1)=[O:7].[ClH:24]>O1CCOCC1.CO.O=[Pt]=O>[ClH:24].[CH3:1][O:2][C:3](=[O:23])[CH2:4][C@H:5]([NH:15][C:16]([O:18][C:19]([CH3:21])([CH3:20])[CH3:22])=[O:17])[C:6]([NH:8][CH:9]1[CH2:14][CH2:13][CH2:12][NH:11][CH2:10]1)=[O:7]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 53689754HCID 53689754, compound

Product 1

HCID 70113837HCID 70113837, compound

Reagents, catalysts & solvents 3

HCID 345198Adams' catalystCatalystHCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A mixture of N-(3-pyridyl)-3(S)-(tert-butoxycarbonylamino)succinamic acid methyl ester (3.91 g) and 4N HCl in dioxane (3.36 ml) and PtO2 (0.39 g) in methanol (40 ml) was hydrogenated at atmospheric pressure for 2 hours. After the catalyst was removed by filtration, the filtrate was concentrated in vacuo. The residue was recrystallized from diethyl ether to give N-(3-piperidyl)-3(S)-(tert-butoxycarbonylamino)succinamic acid methyl ester hydrochloride (3.67 g).

Workup

  1. customAfter the catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated in vacuo
  3. customThe residue was recrystallized from diethyl ether

Sources & evidence

ORD record
ord-4e003f7197e5478a886dcb01204a52e6
Source dataset
uspto-grants-2002_04
Patent number
US06380215B1

Reaction notes

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