HCID 57742965, compound → HCID 54740924, compound

HRID 553553Notes

Reaction equation

HRID 553553 reaction equation
[OH:1][C:2]1[C:3]2[CH:4]=[C:5]([C:22]([O:24]C)=[O:23])[CH:6]=[N:7][C:8]=2[N:9]([CH3:21])[C:10](=[O:20])[C:11]=1[C:12](=[O:19])[CH2:13][CH2:14][C:15]([O:17]C)=[O:16].OC1C2C(=NC=C(I)C=2)N(C)C(=O)C=1C(=O)CCC(O)=O.[C]=O>CO.[Pd]>[C:15]([CH2:14][CH2:13][C:12]([C:11]1[C:10](=[O:20])[N:9]([CH3:21])[C:8]2[N:7]=[CH:6][C:5]([C:22]([OH:24])=[O:23])=[CH:4][C:3]=2[C:2]=1[OH:1])=[O:19])([OH:17])=[O:16]

Participants

6

Reactant 3

HCID 57742965HCID 57742965, compoundHCID 67406163HCID 67406163, compoundHCID 178418416HCID 178418416, compound

Product 1

HCID 54740924HCID 54740924, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Methyl 5-hydroxy-6-(4-methoxy-4-oxobutanoyl)-8-methyl-7-oxo-7,8-dihydro-1,8-naphthyridine-3-carboxylate. The title compound is prepared by metal mediated carbonylation of methyl 4-(4-hydroxy-6-iodo-1-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-3-yl)-4-oxobutanoate (Method 4) with carbon monoxide in MeOH according to the procedure set forth in Tsuji, J. Palladium Reagents and catalysts: Innovations in Organic Synthesis Publisher: (Wiley, Chichester, UK), 340-45 (1995).

Sources & evidence

ORD record
ord-757c15bc35484a8a8bc3bf2b32f6c429
Source dataset
uspto-grants-2011_11
Patent number
US08048894B2

Reaction notes

Loading…