Hydrochloric Acid → HCID 68964371, compound

HRID 2378948Notes

Reaction equation

HRID 2378948 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[CH:12]=[CH:11][N:10]([CH:13]2[CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15][CH2:14]2)[C:9]1=[O:26].[ClH:27].O1CCOCC1>C(OCC)(=O)C>[ClH:27].[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[CH:12]=[CH:11][N:10]([CH:13]2[CH2:14][CH2:15][NH:16][CH2:17][CH2:18]2)[C:9]1=[O:26]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 59006381HCID 59006381, compound

Product 1

HCID 68964371HCID 68964371, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

tert-Butyl 4-(3-(2-fluorophenyl)-2-oxo-2,3-dihydroimidazol-1-yl)piperidine-1-carboxylate (215 mg, 594.9 μmol) was dissolved in ethyl acetate (4.0 mL). 4N Hydrogen chloride in 1,4-dioxane (5.0 mL, 20.0 mmol) was added to the mixture. Reaction stirred at room temperature for 18 hours. The material was concentrated by roto-vap. Residue was triturated in diethyl ether. Solids were filtered off and washed with diethyl ether. Solids were collected and dried in vacuo. Title compound was obtained as tan solid in 46% yield. MS (M+H)+=262.0.

Workup

  1. customReaction
  2. concentrationThe material was concentrated by roto-vap
  3. customResidue was triturated in diethyl ether
  4. filtrationSolids were filtered off
  5. washwashed with diethyl ether
  6. customSolids were collected
  7. customdried in vacuo

Sources & evidence

ORD record
ord-715d733b19774e39bf3b805cbf2fec99
Source dataset
uspto-grants-2008_12
Patent number
US07470680B2

Reaction notes

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