Ammonium formate → HCID 59410224, compound

HRID 85232Notes

Reaction equation

HRID 85232 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[C:4]([CH3:11])[C:3]=1[N:12]1[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH3:19])[C:13]1=[O:20].C([O-])=O.[NH4+]>C(OCC)(=O)C.C(O)C.[Pd]>[NH2:8][C:6]1[CH:5]=[C:4]([CH3:11])[C:3]([N:12]2[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH3:19])[C:13]2=[O:20])=[C:2]([CH3:1])[CH:7]=1

Participants

6

Reactant 2

HCID 2723923Ammonium formateHCID 594102131-(2,6-Dimethyl-4-nitrophenyl)-3-methoxypyridin-2(1H)-one

Product 1

HCID 59410224HCID 59410224, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
80 °C

Procedure

2.05 g (7.47 mmol) of the compound from Example 69A are dissolved in 70 ml of ethyl acetate and 70 ml of ethanol, 2.35 g (37.4 mmol) of ammonium formate and 0.39 g (0.37 mmol) of palladium/carbon (10%) are added and the mixture is stirred at 80° C. for 2 h. For work-up, the reaction solution is brought to room temperature and passed through a silica gel frit. The filter cake is washed with ethanol and the filtrate is concentrated under reduced pressure. The reaction product (1.65 g) is reacted without further purification.

Workup

  1. customis brought to room temperature
  2. washThe filter cake is washed with ethanol
  3. concentrationthe filtrate is concentrated under reduced pressure
  4. customThe reaction product (1.65 g) is reacted without further purification

Sources & evidence

ORD record
ord-c471f1370aef459a93621f94631f92cd
Source dataset
uspto-grants-2014_09
Patent number
US08846934B2

Reaction notes

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