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

HRID 368393Notes

Reaction equation

HRID 368393 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-a4b0ab7349e847308b46599634ac12ac
Source dataset
uspto-grants-2000_10
Patent number
US06133284

Reaction notes

Loading…