Potassium Carbonate → HCID 68430391, compound

HRID 2041944Notes

Reaction equation

HRID 2041944 reaction equation
Cl[C:2]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].[NH:22]1[CH2:26][CH2:25][CH2:24][CH2:23]1>CN(C)C=O>[N:22]1([C:2]2[N:3]=[CH:4][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:11]=2)[CH2:26][CH2:25][CH2:24][CH2:23]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 31268PyrrolidineHCID 2775340Methyl 6-chloro-4-(trifluoromethyl)nicotinate

Product 1

HCID 68430391HCID 68430391, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 2.5 g (10.43 mmol) of methyl 6-chloro-4-trifluoromethylnicotinate, of 2.88 g (20.87 mmol) of potassium carbonate and of 2.61 ml (31.3 mmol) of pyrrolidine in 90 ml of dimethylformamide is heated at 100° C. for 3 hours. The reaction mixture is subsequently concentrated under reduced pressure and then taken up in 100 ml of water. A precipitate is recovered by filtration and is washed with 150 ml of water. After drying under reduced pressure, 2.5 g of the expected product are isolated.

Workup

  1. concentrationThe reaction mixture is subsequently concentrated under reduced pressure
  2. filtrationA precipitate is recovered by filtration
  3. washis washed with 150 ml of water
  4. dry with materialAfter drying under reduced pressure, 2.5 g of the expected product
  5. customare isolated

Sources & evidence

ORD record
ord-7327063e610749849cbf442070513fa7
Source dataset
uspto-grants-2013_11
Patent number
US08586573B2

Reaction notes

Loading…