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

HRID 448830

Reaction equation

HRID 448830 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-7244f027bf874f07a57bd81964dfbfcc
Source dataset
uspto-grants-2013_07
Patent number
US08481745B2

Linked notes

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