HCID 59464096, compound → HCID 59464242, compound

HRID 1713821Notes

Reaction equation

HRID 1713821 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][C:8]([C:11]3[CH:16]=[CH:15][C:14]([N+:17]([O-])=O)=[CH:13][N:12]=3)=[CH:7][CH2:6]2)[O:4][CH2:3][CH2:2]1>[Pd].CO>[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([C:11]3[N:12]=[CH:13][C:14]([NH2:17])=[CH:15][CH:16]=3)[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 59464096HCID 59464096, compound

Product 1

HCID 59464242HCID 59464242, compoundYield 87.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Wet 50% palladium on carbon (750 mg) was added to a solution of 2-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)-5-nitropyridine (3.96 g, 15.11 mmol), prepared as above, in MeOH (500 mL). The reaction mixture was deoxygenated by evacuation and placed under an atmosphere of hydrogen (5 cycles) then stirred for 16 h. The mixture was filtered, and the filtrate concentrated to give the title compound (3.10 g, 87%) as a solid;

Workup

  1. customThe reaction mixture was deoxygenated by evacuation
  2. filtrationThe mixture was filtered
  3. concentrationthe filtrate concentrated

Sources & evidence

ORD record
ord-c5d28a923ab64dae801e1179379b39a4
Source dataset
uspto-grants-2010_09
Patent number
US07795283B2

Reaction notes

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