HCID 86686043, compound → HCID 82414136, compound

HRID 239136Notes

Reaction equation

HRID 239136 reaction equation
C([N:8]1[CH2:13][CH:12]=[C:11]([C:14]2[O:15][C:16]([CH3:19])=[CH:17][N:18]=2)[CH2:10][CH2:9]1)C1C=CC=CC=1>O1CCCC1.C(O)C.[Pd]>[CH3:19][C:16]1[O:15][C:14]([CH:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[N:18][CH:17]=1

Participants

5

Reactant 1

HCID 86686043HCID 86686043, compound

Product 1

HCID 82414136HCID 82414136, compoundYield 91.8%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

25 g 1-benzyl-4-(5-methyl-oxazol-2-yl)-1,2,3,6-tetrahydro-pyridine and 6 g palladium charcoal in 200 mL tetrahydrofuran and 200 mL ethanol were stirred at RT for 12 h under hydrogen atmosphere (30 psi). The mixture was filtered and the filtrate concentrated to yield 15 g of the desired product. Rf: 0.05 (petrolether/ethyl acetate=1/1), (M+H)+: 167

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate concentrated

Sources & evidence

ORD record
ord-d51b713c2cb240d5a766bad5c6e20493
Source dataset
uspto-grants-2014_02
Patent number
US08642774B2

Reaction notes

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