Bromobenzene → HCID 57619584, compound

HRID 545281

Reaction equation

HRID 545281 reaction equation
[CH3:1][N:2]1[C:7]([CH3:8])=[CH:6][C:5]([OH:9])=[C:4]([C:10]([O:12]CC)=O)[C:3]1=[O:15].[NH2:16][C:17]1[N:21]=[C:20]([CH3:22])[NH:19][N:18]=1.BrC1C=CC=CC=1>>[CH3:1][N:2]1[C:7]([CH3:8])=[CH:6][C:5]([OH:9])=[C:4]([C:10]([NH:16][C:17]2[N:21]=[C:20]([CH3:22])[NH:19][N:18]=2)=[O:12])[C:3]1=[O:15]

Participants

4

Reactant 3

HCID 7961BromobenzeneHCID 2346103-Amino-5-methyl-4H-1,2,4-triazoleHCID 57619607Ethyl 1,6-dimethyl-4-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxylate

Product 1

HCID 57619584HCID 57619584, compoundYield 88.6%

Procedure

211 mg of ethyl 1,6-dimethyl-4-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxyl ate and 90 mg of 3-amino-5-methyl-1,2,4-triazole were added to 2.5 ml of bromobenzene, then, the mixture was stirred for 7 hours under heat refluxing condition. The reaction mixture was cooled to room temperature. The resulting solid was collected by filtration, and washed with a mixed solvent of t-butyl methyl ether and hexane and dried to obtain 214 mg of 1,6-dimethyl-4-hydroxy-N-(5-methyl-1,2,4-triazol-3-yl)-2-ox o-1,2-dihydropyridine-3-carboxamide (hereinafter, referred to as present compound 24) represented by the formula:

Workup

  1. temperatureunder heat
  2. temperaturerefluxing condition
  3. filtrationThe resulting solid was collected by filtration
  4. washwashed with a mixed solvent of t-butyl methyl ether and hexane
  5. customdried

Sources & evidence

ORD record
ord-a3570fb61a8c4e51925fb9db7204cd03
Source dataset
uspto-grants-2011_05
Patent number
US07935716B2

Linked notes

Loading…