HCID 12138554, compound → HCID 86607563, compound

HRID 1987850Notes

Reaction equation

HRID 1987850 reaction equation
C([O:8][C:9]1[CH:17]=[CH:16][C:15]2[N:11]([C:12]([C:23](=[O:35])[C:24]3[CH:29]=[CH:28][C:27]([N+:30]([O-])=O)=[C:26]([O:33][CH3:34])[CH:25]=3)=[C:13]([CH3:22])[C:14]=2[C:18]([O:20][CH3:21])=[O:19])[CH:10]=1)C1C=CC=CC=1.[H][H]>CN(C)C=O.O1CCCC1.[Pd]>[NH2:30][C:27]1[CH:28]=[CH:29][C:24]([C:23]([C:12]2[N:11]3[C:15]([CH:16]=[CH:17][C:9]([OH:8])=[CH:10]3)=[C:14]([C:18]([O:20][CH3:21])=[O:19])[C:13]=2[CH3:22])=[O:35])=[CH:25][C:26]=1[O:33][CH3:34]

Participants

6

Reactant 2

HCID 12138554HCID 12138554, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86607563HCID 86607563, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 6228DimethylformamideSolventHCID 8028TetrahydrofuranSolvent

Procedure

100 mg of Pd/C (10%) are added to 1.0 g (2.17 mmol) of methyl [6-(benzyloxy)-3-(3-methoxy-4-nitrobenzoyl)-2-methylindolizin-1-yl]carboxylate in suspension in 30 mL of dimethylformamide and 30 mL of tetrahydrofuran. The reaction mixture is stirred at 10 bar of hydrogen for 48 hours.

Sources & evidence

ORD record
ord-25c7b6dcaed144c88ea96065327ba4c6
Source dataset
uspto-grants-2009_06
Patent number
US07553845B2

Reaction notes

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