Potassium Carbonate → 2-Methyl-3-nitro-6-(pyrrolidin-1-yl)pyridine

HRID 510480Notes

Reaction equation

HRID 510480 reaction equation
Cl[C:2]1[N:7]=[C:6]([CH3:8])[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][CH:3]=1.[NH:12]1[CH2:16][CH2:15][CH2:14][CH2:13]1.C([O-])([O-])=O.[K+].[K+]>O>[CH3:8][C:6]1[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][CH:3]=[C:2]([N:12]2[CH2:16][CH2:15][CH2:14][CH2:13]2)[N:7]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 31268PyrrolidineHCID 2531236-Chloro-2-methyl-3-nitropyridine

Product 1

HCID 574315222-Methyl-3-nitro-6-(pyrrolidin-1-yl)pyridine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
110 °C

Procedure

To a solution of 6-chloro-2-methyl-3-nitropyridine (0.5 g, 2.9 mmol) in pyrrolidine (0.7 mL, 8.7 mmol) was added K2CO3 (0.8 g, 5.8 mmol). The reaction mixture was heated at 110° C. for 2 h. Water (2 mL) was then added and the title compound (0.6 g, 99%) was collected by filtration. LCMS (ES+) 208 (M+H)+, RT 3.019 minutes (method 1).

Workup

  1. filtrationthe title compound (0.6 g, 99%) was collected by filtration
  2. customLCMS (ES+) 208 (M+H)+, RT 3.019 minutes (method 1)

Sources & evidence

ORD record
ord-f5edef2c9a2a4f9f9230c24720951026
Source dataset
uspto-grants-2015_08
Patent number
US09096614B2

Reaction notes

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