HCID 11728615, compound → Ethyl 4-[1-(3-aminobenzoyl)indolizin-3-yl]butyrate

HRID 1741814Notes

Reaction equation

HRID 1741814 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:26]=[CH:27][CH:28]=1)[C:7]([C:9]1[CH:10]=[C:11]([CH2:18][CH2:19][CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])[N:12]2[C:17]=1[CH:16]=[CH:15][CH:14]=[CH:13]2)=[O:8])([O-])=O.[H][H]>O1CCOCC1CCO.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:26]=[CH:27][CH:28]=1)[C:7]([C:9]1[CH:10]=[C:11]([CH2:18][CH2:19][CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])[N:12]2[C:17]=1[CH:16]=[CH:15][CH:14]=[CH:13]2)=[O:8]

Participants

5

Reactant 2

HCID 11728615HCID 11728615, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 10904244Ethyl 4-[1-(3-aminobenzoyl)indolizin-3-yl]butyrateYield 100.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 23496530HCID 23496530, compoundSolvent

Procedure

To a solution of ethyl 4-[1-(3-nitrobenzoyl)-indolizin-3-yl]butyrate (350 mg) in dioxane-ethanol (1:1; ml) was added 10% palladium on carbon (210 mg) and hydrogenated under 4 atm of hydrogen for 4 hours, and then filtered through a celite. Removal of the solvent gave ethyl 4-[1-(3-aminobenzoyl)indolizin-3-yl]butyrate (325 mg).

Workup

  1. filtrationfiltered through a celite
  2. customRemoval of the solvent

Sources & evidence

ORD record
ord-dacc192f636f4fd7b942611a6f3e5e80
Source dataset
uspto-grants-1994_08
Patent number
US05334716

Reaction notes

Loading…