Benzylamine → 2-Benzylamino-3,5,6-trifluoro-4-methylpyridine

HRID 1274677Notes

Reaction equation

HRID 1274677 reaction equation
CN1CCCC1=O.F[C:9]1[C:14]([F:15])=[C:13]([CH3:16])[C:12]([F:17])=[C:11]([F:18])[N:10]=1.[CH2:19]([NH2:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C(Cl)(Cl)Cl>[CH2:19]([NH:26][C:9]1[C:14]([F:15])=[C:13]([CH3:16])[C:12]([F:17])=[C:11]([F:18])[N:10]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

5

Reactant 3

HCID 7504BenzylamineHCID 13387N-methyl-2-pyrrolidoneHCID 46613162,3,5,6-Tetrafluoro-4-methylpyridine

Product 1

HCID 221212552-Benzylamino-3,5,6-trifluoro-4-methylpyridine

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
80 °C

Procedure

To 2 ml of N-methylpyrrolidone were added 1.65 g of 2,3,5,6-tetrafluoro-4-methylpyridine and 2.30 g of benzylamine, and the mixture was stirred at 80° C. for 2 hours and allowed to cool. After adding 25 ml of chloroform, the mixture was washed three times with 300 ml of distilled water. The chloroform layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to obtain the title compound in crude form.

Workup

  1. temperatureto cool
  2. washthe mixture was washed three times with 300 ml of distilled water
  3. dry with materialThe chloroform layer was dried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ba28fb647c9043fe8945d2289ee874f7
Source dataset
uspto-grants-2000_12
Patent number
US06156903

Reaction notes

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