Pyrazole → HCID 63810060, compound

HRID 524871Notes

Reaction equation

HRID 524871 reaction equation
[NH:1]1[CH:5]=[CH:4][CH:3]=[N:2]1.C([O-])([O-])=O.[Cs+].[Cs+].Cl[C:13]1[CH:18]=[CH:17][N:16]=[CH:15][C:14]=1[N+:19]([O-:21])=[O:20]>CC#N>[N+:19]([C:14]1[CH:15]=[N:16][CH:17]=[CH:18][C:13]=1[N:1]1[CH:5]=[CH:4][CH:3]=[N:2]1)([O-:21])=[O:20]

Participants

5

Reactant 3

HCID 1048PyrazoleHCID 10796Cesium carbonateHCID 27357814-Chloro-3-nitropyridine

Product 1

HCID 63810060HCID 63810060, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A suspension of pyrazole (150 mg, 2.2 mmol) and Cs2CO3(526 mg, 1.6 mmol) in anhydrous MeCN (3.5 mL) was stirred for 20 min under an inert atmosphere. 4-chloro-3-nitro-pyridine (233 mg, 1.47 mmol) was then added and stirred overnight at 75° C. The insoluble was filtered off and the filtrate was concentrated under reduced pressure yielding 3-nitro-4-(1H-pyrazol-1-yl)pyridine that was used without further purification. (410 mg, 98%). MS (ES+) 191.1.

Workup

  1. stirringstirred overnight at 75° C
  2. filtrationThe insoluble was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-119956fe48264d6abac5520a8c713948
Source dataset
uspto-grants-2016_05
Patent number
US09340546B2

Reaction notes

Loading…