HCID 86709483, compound → HCID 86709484, compound

HRID 1848473Notes

Reaction equation

HRID 1848473 reaction equation
[CH3:1][N:2]1[CH2:9][C@H:8]2[N:10]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[C@H:4]([CH2:5][C:6]([C:18]([O:20][CH3:21])=[O:19])=[CH:7]2)[CH2:3]1>CO.[Pd]>[CH3:1][N:2]1[CH2:3][C@H:4]2[N:10]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[C@H:8]([CH2:7][CH:6]([C:18]([O:20][CH3:21])=[O:19])[CH2:5]2)[CH2:9]1

Participants

4

Reactant 1

HCID 86709483HCID 86709483, compound

Product 1

HCID 86709484HCID 86709484, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of (1R,5S)-9-tert-butyl 7-methyl 3-methyl-3,9-diazabicyclo[3.3.1]non-6-ene-7,9-dicarboxylate (4.69 g, 15.8 mmol) in methanol (50 mL) was added palladium on carbon (10%, 1.684 g, 1.583 mmol) and the resulting mixture was subjected to hydrogenation under 40 psi for three days. After filtration through CELITE® under nitrogen the filtrate was concentrated to give the title compound. LC/MS: (M+1)+: 299.1.

Workup

  1. filtrationAfter filtration through CELITE® under nitrogen the filtrate
  2. concentrationwas concentrated

Sources & evidence

ORD record
ord-bf12e459ac374fc19b553a18ca34fb9c
Source dataset
uspto-grants-2015_02
Patent number
US08952166B2

Reaction notes

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