Dimethylamine → Methyl 6-dimethylamino-4-(trifluoromethyl)-pyridine-3-carboxylate

HRID 1516391Notes

Reaction equation

HRID 1516391 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.[CH3:16][NH:17][CH3:18]>O>[CH3:16][N:17]([CH3:18])[C:2]1[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]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 2775340Methyl 6-chloro-4-(trifluoromethyl)nicotinate

Product 1

HCID 68933112Methyl 6-dimethylamino-4-(trifluoromethyl)-pyridine-3-carboxylate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 2.5 g (10.43 mmol) of methyl 6-chloro-4-(trifluoromethyl)nicotinate and 18.4 ml (146 mmol) of a 40% solution of dimethylamine in water is heated at 100° C. for 1 hour. A precipitate is subsequently collected by filtering the cooled mixture and is washed with 150 ml of water. After drying under reduced pressure, 2.3 g of the expected compound are isolated.

Workup

  1. customA precipitate is subsequently collected
  2. filtrationby filtering the cooled mixture
  3. washis washed with 150 ml of water
  4. dry with materialAfter drying under reduced pressure, 2.3 g of the expected compound
  5. customare isolated

Sources & evidence

ORD record
ord-9787a9b6ee454aa89cb9e9406248b7bf
Source dataset
uspto-grants-2012_07
Patent number
US08227489B2

Reaction notes

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