Benzene → 3,5-Difluoro-2-isopropylamino-6-(p-methoxybenzylamino)pyridine

HRID 368492Notes

Reaction equation

CN1CCCC1=O.F[C:9]1[C:14]([F:15])=[CH:13][C:12]([F:16])=[C:11]([NH:17][CH:18]([CH3:20])[CH3:19])[N:10]=1.[CH3:21][O:22][C:23]1[CH:30]=[CH:29][C:26]([CH2:27][NH2:28])=[CH:25][CH:24]=1.C1C=CC=CC=1>CCCCCC>[F:16][C:12]1[C:11]([NH:17][CH:18]([CH3:20])[CH3:19])=[N:10][C:9]([NH:28][CH2:27][C:26]2[CH:29]=[CH:30][C:23]([O:22][CH3:21])=[CH:24][CH:25]=2)=[C:14]([F:15])[CH:13]=1

Participants

Conditions

Temperature: 150 °C

Procedure

To 4.1 g of N-methylpyrrolidone were added all amount of the 2,3,5-trifluoro-6-isopropylaminopyridine as described above together with 3.1 g of p-methoxybenzylamine, and the mixture was stirred at 150° C. for 15 hours and allowed to cool. After adding 50 ml of the mixed solution of benzene and n-hexane (1:1, v/v), the solution was washed twice with 400 ml of distilled water. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to obtain 3.9 g of the title compound as a brown crude oil.

Workup

temperatureto cool
washv/v), the solution was washed twice with 400 ml of distilled water
dry with materialThe organic layer was dried over anhydrous magnesium sulfate
concentrationconcentrated under reduced pressure

Sources & evidence

ORD record: ord-f6d1e0f656fb4526b9a779583f1e3f56
Source dataset: uspto-grants-2000_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06133284

Reaction notes

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