HCID 22937033, compound → HCID 22936866, compound

HRID 1433604Notes

Reaction equation

HRID 1433604 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][C:13]=1[O:14][CH3:15])[N:10]=[CH:9][CH:8]=[C:7]2[O:16][C:17]1[CH:22]=[CH:21][C:20]([N+:23]([O-])=O)=[C:19]([CH3:26])[C:18]=1[CH3:27])(=[O:3])[NH2:2]>O1CCCC1.CO.[C].[Pd]>[C:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][C:13]=1[O:14][CH3:15])[N:10]=[CH:9][CH:8]=[C:7]2[O:16][C:17]1[CH:22]=[CH:21][C:20]([NH2:23])=[C:19]([CH3:26])[C:18]=1[CH3:27])(=[O:3])[NH2:2]

Participants

5

Reactant 1

HCID 22937033HCID 22937033, compound

Product 1

HCID 22936866HCID 22936866, compoundYield 82.8%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

The title compound (840 mg) was obtained from 7-methoxy-4-chloroquinoline-6-carboxyamide (890 mg) and 4-nitro-2,3-dimethylphenol (940 mg), in the same manner as Production Example 7. Next, 6-carbamoyl-4-(2,3-dimethyl-4-nitrophenoxy)-7-methoxyquinoline (840 mg) was dissolved in tetrahydrofuran (25 ml) and methanol (25 ml), and the solution was subjected to catalytic reduction with palladium-carbon (840 mg) for 10 hours under a hydrogen atmosphere to obtain the title compound (639 mg).

Sources & evidence

ORD record
ord-fe450d0798bb4db8bce9c7c9d9801ec7
Source dataset
uspto-grants-2009_11
Patent number
US07612092B2

Reaction notes

Loading…