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

HRID 506510Notes

Reaction equation

HRID 506510 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+]>>[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

4

Reactant 3

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

Product 1

HCID 574315222-Methyl-3-nitro-6-(pyrrolidin-1-yl)pyridineYield 91.5%

Procedure

A suspension of 0.5 g (2.9 mmol) of 6-chloro-3-nitro-2-picoline, of 0.73 ml (8.69 mmol) of pyrrolidine and of 0.8 g (5.79 mmol) of potassium carbonate is heated at 110° C. for 2 hours. The reaction mixture is subsequently concentrated under reduced pressure and then poured into 100 ml of water. A solid is recovered by filtration and is dried so as to obtain 0.55 g of the expected product in the form of a yellow solid which will be used as it is in the rest of the synthesis.

Workup

  1. concentrationThe reaction mixture is subsequently concentrated under reduced pressure
  2. additionpoured into 100 ml of water
  3. filtrationA solid is recovered by filtration
  4. customis dried so as

Sources & evidence

ORD record
ord-da937cf867f249f49ea429f1be4f6083
Source dataset
uspto-grants-2010_08
Patent number
US07786104B2

Reaction notes

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