Benzylamine → 2-Benzylamino-4-(t-butyl)amino-3,5,6-trifluoropyridine

HRID 610192Notes

Reaction equation

CN1CCCC1=O.[C:8]([NH:12][C:13]1[C:18]([F:19])=[C:17]([F:20])[N:16]=[C:15](F)[C:14]=1[F:22])([CH3:11])([CH3:10])[CH3:9].[CH2:23]([NH2:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>C(Cl)(Cl)Cl>[CH2:23]([NH:30][C:15]1[C:14]([F:22])=[C:13]([NH:12][C:8]([CH3:9])([CH3:10])[CH3:11])[C:18]([F:19])=[C:17]([F:20])[N:16]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

Conditions

Temperature: 115 °C

Procedure

To 10 ml of N-methylpyrrolidone were added 6.8 g of 4-(t-butylamino)-2,3,5,6-tetrafluoropyridine together with 7.2 g of benzylamine, and the mixture was stirred at 115° C. for one day and allowed to cool. After adding 40 ml of chloroform, the mixture was washed three times with 400 ml of distilled water. The chloroform layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to obtain about 8.0 g of the title compound as a dark green crude oil.

Workup

temperatureto cool
washthe mixture was washed three times with 400 ml of distilled water
dry with materialThe chloroform layer was dried over anhydrous magnesium sulfate
concentrationconcentrated under reduced pressure

Sources & evidence

ORD record: ord-01411475e2e74ee68cd542fb1716400e
Source dataset: uspto-grants-1999_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05998436

Reaction notes

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