1,4-Dioxane → HCID 24937836, compound

HRID 333213Notes

Reaction equation

HRID 333213 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]2C)[CH2:10][CH2:9]1)=O)(C)(C)C.O1CCOCC1>Cl>[O:23]=[C:22]1[C:21]2[C:20]([C:24]([NH2:25])=[O:26])=[CH:19][CH:18]=[CH:17][C:16]=2[CH2:15][N:14]1[CH:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 312751,4-DioxaneHCID 49873137HCID 49873137, compound

Product 1

HCID 24937836HCID 24937836, compoundYield 107.5%

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 (2.7 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 filtered to obtain the title compound (2.09 g, 95%) as its hydrochloride.

Workup

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

Sources & evidence

ORD record
ord-d61447a74abd429fb59a00259a2e0567
Source dataset
uspto-grants-2014_11
Patent number
US08877944B2

Reaction notes

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