Ammonium formate → HCID 57500359, compound

HRID 535458Notes

Reaction equation

HRID 535458 reaction equation
C([O-])=O.[NH4+].[NH2:5][C:6]1[CH:15]=[CH:14][C:13]([C:16]([C:18]2[N:26]3[C:21]([CH:22]=[CH:23][CH:24]=[CH:25]3)=[C:20]([O:27]CC3C=CC=CC=3)[C:19]=2[CH3:35])=[O:17])=[CH:12][C:7]=1[C:8]([O:10][CH3:11])=[O:9]>CN(C=O)C.[Pd]>[NH2:5][C:6]1[CH:15]=[CH:14][C:13]([C:16]([C:18]2[N:26]3[C:21]([CH:22]=[CH:23][CH:24]=[CH:25]3)=[C:20]([OH:27])[C:19]=2[CH3:35])=[O:17])=[CH:12][C:7]=1[C:8]([O:10][CH3:11])=[O:9]

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 66653332HCID 66653332, compound

Product 1

HCID 57500359HCID 57500359, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6228DimethylformamideSolvent

Procedure

0.365 mg (5.79 mmol) of ammonium formate and 0.102 g (0.1 mmol) of palladium-on-carbon (10%) are added, at ambient temperature under an inert atmosphere, to 0.8 g (1.93 mmol) of methyl 2-amino-5-{[1-(benzyloxy)-2-methylindolizin-3-yl]carbonyl}benzoate in 30 ml of DMF. The reaction medium is stirred for 3 hours at ambient temperature and then filtered. The palladium is rinsed with ethyl acetate. The organic phase is washed with water, dried over sodium sulphate, filtered, and concentrated under reduced pressure. A green oil is obtained.

Workup

  1. filtrationfiltered
  2. washThe palladium is rinsed with ethyl acetate
  3. washThe organic phase is washed with water
  4. dry with materialdried over sodium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customA green oil is obtained

Sources & evidence

ORD record
ord-a023a8df704d41949ce9034cfeb9ed47
Source dataset
uspto-grants-2014_10
Patent number
US08859544B2

Reaction notes

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