HCID 66811607, compound → HCID 66811231, compound

HRID 1099207Notes

Reaction equation

HRID 1099207 reaction equation
C(OC([N:11]1[CH2:14][CH:13]([C:15]2[O:19][C:18]([CH:20]3[CH:25]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[CH2:24][CH2:23][CH2:22][N:21]3[C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])=[N:17][N:16]=2)[CH2:12]1)=O)C1C=CC=CC=1.[H][H]>C(O)C.[Pd]>[NH:11]1[CH2:14][CH:13]([C:15]2[O:19][C:18]([CH:20]3[CH:25]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[CH2:24][CH2:23][CH2:22][N:21]3[C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])=[N:17][N:16]=2)[CH2:12]1

Participants

5

Reactant 2

HCID 66811607HCID 66811607, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 66811231HCID 66811231, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of tert-butyl 2-(5-{1-[(benzyloxy)carbonyl]azetidin-3-yl}-1,3,4-oxadiazol-2-yl)-3-phenylpiperidine-1-carboxylate (200 mg, 0.39 mmol) in ethanol (10 ml) was added 10% palladium on carbon (20.0 mg). The reaction was charged with 1 atm hydrogen gas and allowed to stir for 1 h. The reaction was filtered through celite, and the filtrate was concentrated to yield tert-butyl 2-(5-azetidin-3-yl-1,3,4-oxadiazol-2-yl)-3-phenylpiperidine-1-carboxylate (100%). LCMS (M+H)=385.2.

Workup

  1. filtrationThe reaction was filtered through celite
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-743bb96fd0004f53b472622e235dcd65
Source dataset
uspto-grants-2012_03
Patent number
US08143405B2

Reaction notes

Loading…