Benzylamine → 2-Benzylamino-6-(t-butylamino)-3,5-difluoropyridine

HRID 1274657Notes

Reaction equation

HRID 1274657 reaction equation
CN1CCCC1=O.[C:8]([NH:12][C:13]1[C:18]([F:19])=[CH:17][C:16]([F:20])=[C:15](F)[N:14]=1)([CH3:11])([CH3:10])[CH3:9].[CH2:22]([NH2:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>C(Cl)(Cl)Cl>[CH2:22]([NH:29][C:15]1[C:16]([F:20])=[CH:17][C:18]([F:19])=[C:13]([NH:12][C:8]([CH3:11])([CH3:10])[CH3:9])[N:14]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

5

Reactant 3

HCID 7504BenzylamineHCID 13387N-methyl-2-pyrrolidoneHCID 22121202N-(tert-butyl)-3,5,6-trifluoropyridin-2-amine

Product 1

HCID 221212732-Benzylamino-6-(t-butylamino)-3,5-difluoropyridineYield 119.2%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
160 °C

Procedure

To 20 ml of N-methylpyrrolidone were added 9.7 g of 2-(t-butylamino)-3,5,6-trifluoropyridine together with 15.5 g of benzylamine, and the mixture was stirred at 160° C. for one day and allowed to cool. After adding 50 ml of chloroform, the mixture was washed three times with 500 ml of distilled water. The chloroform layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to obtain about 16.5 g of the title compound as a dark green oil.

Workup

  1. temperatureto cool
  2. washthe mixture was washed three times with 500 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-f92985c04a1b45548e0a3e2c12b7b735
Source dataset
uspto-grants-2000_12
Patent number
US06156903

Reaction notes

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