HCID 67065980, compound → HCID 67065882, compound

HRID 1724217Notes

Reaction equation

HRID 1724217 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C@H:9]([CH:13]2[CH2:16][N:15](C(C3C=CC=CC=3)C3C=CC=CC=3)[CH2:14]2)[C:10]([CH3:12])=[CH2:11])[CH:5]=[C:6]([F:8])[CH:7]=1>CO.Cl.CCOCC.[Pd]>[F:1][C:2]1[CH:3]=[C:4]([C@H:9]([CH:13]2[CH2:14][NH:15][CH2:16]2)[CH:10]([CH3:12])[CH3:11])[CH:5]=[C:6]([F:8])[CH:7]=1

Participants

6

Reactant 1

HCID 67065980HCID 67065980, compound

Product 1

HCID 67065882HCID 67065882, compound

Reagents, catalysts & solvents 4

HCID 23938PalladiumCatalystHCID 313Hydrochloric AcidSolventHCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

A mixture of 250 mg (0.64 mmole) of 3-[(1R)-1-(3,5-difluorophenyl)-2-methylprop-2-en-1-yl]-1-(diphenylmethyl)azetidine and 50 mg of 10% Pd/C in 10 mL methanol and 2 mL of 1M HCl in ether was shaken under 40 psi H2. After 8 h, the solution was filtered and the filtrate was concentrated. The residue was triturated with hexane to remove diphenylmethane and the residue was collected to afford the title compound as a white solid; Mass Spectrum m/e=226 (M+1)

Workup

  1. filtrationthe solution was filtered
  2. concentrationthe filtrate was concentrated
  3. customThe residue was triturated with hexane
  4. customto remove diphenylmethane
  5. customthe residue was collected

Sources & evidence

ORD record
ord-2da729e894f54b9b94a0629e73b7514c
Source dataset
uspto-grants-2009_02
Patent number
US07485732B2

Reaction notes

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