Methyl iodide → HCID 22716711, compound

HRID 1582965Notes

Reaction equation

HRID 1582965 reaction equation
[C:1]1(=[O:8])[O:7][C:5](=[O:6])[CH2:4][CH2:3][CH2:2]1.[Cl:9][C:10]1[N:15]=[C:14]([NH:16][CH2:17][CH3:18])[C:13]([C:19](=O)[C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[CH:21]=2)=[CH:12][CH:11]=1.CI.[C:30](=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[Cl:9][C:10]1[N:15]=[C:14]2[C:13]([C:19]([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[CH:21]=3)=[C:4]([CH2:3][CH2:2][C:1]([O:7][CH3:30])=[O:8])[C:5](=[O:6])[N:16]2[CH2:17][CH3:18])=[CH:12][CH:11]=1

Participants

6

Reactant 4

HCID 6328Methyl iodideHCID 7940Glutaric anhydrideHCID 11430Potassium CarbonateHCID 22716716HCID 22716716, compound

Product 1

HCID 22716711HCID 22716711, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Conditions

Temperature
150 °C

Procedure

Glutaric anhydride and 6-chloro-3-(3-chlorobenzoyl)-2-ethylaminopyridine were reacted under heating at 150° C. and then worked up in a usual manner. The resulting compound was reacted with methyl iodide in 2-butanone in the presence of potassium carbonate at 60° C. Thereafter, the reaction mixture was worked up and purified in a usual manner to obtain methyl 3-[7-chloro-4-(3-chlorophenyl)-1-ethyl-2-oxo-1,2-dihydro-1,8-naphthyridin-3-yl]propanoate as a colorless solid. MS: 405.

Workup

  1. custompurified in a usual manner

Sources & evidence

ORD record
ord-8a29bda1e2f64066930a26a4b17163c8
Source dataset
uspto-grants-2004_05
Patent number
US06740662B1

Reaction notes

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