Ammonium formate → HCID 59410224, compound

HRID 391756Notes

Reaction equation

HRID 391756 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-1a27f3ef8fc54f6cb4290c0140fd9f81
Source dataset
uspto-grants-2013_02
Patent number
US08383822B2

Reaction notes

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