HCID 20183827, compound → HCID 20183845, compound

HRID 255659Notes

Reaction equation

HRID 255659 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]([C:18]3[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=3)[CH:10]=[C:11]([C:15](=[O:17])[CH:16]=2)[C:12]([OH:14])=[O:13])=[CH:4][C:3]=1[N+:25]([O-])=O>CO.[C].[Pd]>[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]([C:18]3[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=3)[CH:10]=[C:11]([C:15](=[O:17])[CH:16]=2)[C:12]([OH:14])=[O:13])=[CH:4][C:3]=1[NH2:25]

Participants

4

Reactant 1

HCID 20183827HCID 20183827, compound

Product 1

HCID 20183845HCID 20183845, compoundYield 97.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

In 10 ml of methanol was dissolved 0.5 g of 6-(4-hydroxy-3-nitrophenyl)-4-oxo-1-(4-fluorophenyl)-1,4-dihydronicotinic acid, and to this solution was added 0.1 g of 5% by weight palladium carbon. The said acid was hydrogenated under atmospheric pressure for 2 hours. After completion of the reaction, the reaction mixture was filtered and the filtrate was concentrated under reduced pressure to obtain 0.45 g of 6-(4-hydroxy-3-aminophenyl)-4-oxo-1-(4-fluorophenyl)-1,4-dihydronicotinic acid having a melting point of 231°-233° C.

Workup

  1. customAfter completion of the reaction
  2. filtrationthe reaction mixture was filtered
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-c0d1eeb873f74d10a8af665f1ff271ba
Source dataset
uspto-grants-1987_10
Patent number
US04698352

Reaction notes

Loading…