Water → HCID 23438493, compound

HRID 2047133Notes

Reaction equation

HRID 2047133 reaction equation
[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.Br[C:7]1[CH:12]=[CH:11][C:10]([Br:13])=[CH:9][N:8]=1.C([O-])([O-])=O.[K+].[K+].O>CN1C(=O)CCC1>[Br:13][C:10]1[CH:11]=[CH:12][C:7]([N:1]2[CH:5]=[N:4][CH:3]=[N:2]2)=[N:8][CH:9]=1

Participants

6

Reactant 4

HCID 962WaterHCID 92571H-1,2,4-TriazoleHCID 11430Potassium CarbonateHCID 693532,5-Dibromopyridine

Product 1

HCID 23438493HCID 23438493, compoundYield 13.2%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 1,2,4-triazole (1.17 g, 16.9 mmol), 2,5-dibromopyridine (2 g, 8.4 mmol) and K2CO3 (1.2 g, 8.7 mmol) in NMP (20 mL) was heated at 100° C. with stirring for 5 hours. After cooling, the reaction mixture was poured into water (100 mL) and solid was collected by filtration and further purified by column chromatography on silica gel. Elution with EtOAc/Hexanes (0-50%) provided the title compound (250 mg, 13%).

Workup

  1. temperatureAfter cooling
  2. filtrationwas collected by filtration
  3. customfurther purified by column chromatography on silica gel
  4. washElution with EtOAc/Hexanes (0-50%)

Sources & evidence

ORD record
ord-243811190a974cb18d6987c59cd68782
Source dataset
uspto-grants-2013_11
Patent number
US08591943B2

Reaction notes

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