Hydrochloric Acid → HCID 68965371, compound

HRID 2378936Notes

Reaction equation

HRID 2378936 reaction equation
[O:1]=[C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH:5]=[CH:4][N:3]1[CH:13]1[CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15][CH2:14]1.[ClH:26].O1CCOCC1>C(OCC)(=O)C>[ClH:26].[C:7]1([N:6]2[CH:5]=[CH:4][N:3]([CH:13]3[CH2:14][CH2:15][NH:16][CH2:17][CH2:18]3)[C:2]2=[O:1])[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 59006339HCID 59006339, compound

Product 1

HCID 68965371HCID 68965371, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

tert-Butyl 4-(2-oxo-3-phenyl-2,3-dihydroimidazol-1-yl)piperidine-1-carboxylate (290 mg, 844 μmol) was dissolved in ethyl acetate (3.0 mL). 4M Hydrogen chloride in 1,4-dioxane (3.0 mL, 12 mmol) was added to the mixture. Reaction was allowed to stir at room temperature for 18 hours. Material was concentrated by roto-vap. Residue was triturated in diethyl ether. Solids were filtered and washed with diethyl ether. Air was pulled through the filter cake to dry. Title compound was obtained as tan solid in 91% yield. MS (M+H)+=244.1.

Workup

  1. customReaction
  2. concentrationMaterial was concentrated by roto-vap
  3. customResidue was triturated in diethyl ether
  4. filtrationSolids were filtered
  5. washwashed with diethyl ether
  6. customto dry

Sources & evidence

ORD record
ord-065118cf295b479692aa0676c72cd63c
Source dataset
uspto-grants-2008_12
Patent number
US07470680B2

Reaction notes

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