1,4-Dioxane → HCID 49873315, compound

HRID 1618111Notes

Reaction equation

HRID 1618111 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:22](=[O:23])[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][C:20]=3[C:24](=[O:26])[NH2:25])[CH:15]2[CH3:27])[CH2:10][CH2:9]1)=O)(C)(C)C.O1CCOCC1>Cl>[CH3:27][CH:15]1[C:16]2[CH:17]=[CH:18][CH:19]=[C:20]([C:24]([NH2:25])=[O:26])[C:21]=2[C:22](=[O:23])[N:14]1[CH:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

4

Reactant 2

HCID 312751,4-DioxaneHCID 49873137HCID 49873137, compound

Product 1

HCID 49873315HCID 49873315, compoundYield 97.6%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of tert-butyl-4-(4-carbamoyl-1-methyl-3-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-1-carboxylate (2.8 g, 7.5 mmol) in 4M hydrochloric acid in dioxane (18 mL, 75 mmol) was stirred at 50° C. for 2 hours until HPLC analysis revealed the disappearance of the starting material. The solvent was removed under reduce pressure and the product was dissolved in diethyl ether and decanted to obtain the title compound (2 g 95%) as its hydrochloride.

Workup

  1. customThe solvent was removed
  2. dissolutionthe product was dissolved in diethyl ether
  3. customdecanted

Sources & evidence

ORD record
ord-687ef2d9032e4314b21b973d5419fd06
Source dataset
uspto-grants-2014_07
Patent number
US08765972B2

Reaction notes

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