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Benzylamine → 2-Benzylamino-3,5-difluoro-6-(methylamino)pyridine

HRID 368408
Notes
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Reaction equation

HRID 368408 reaction equation
CN1CCCC1=O.[F:8][C:9]1[C:10]([NH:17][CH3:18])=[N:11][C:12](F)=[C:13]([F:15])[CH:14]=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:12]1[C:13]([F:15])=[CH:14][C:9]([F:8])=[C:10]([NH:17][CH3:18])[N:11]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 7504BenzylamineHCID 13387N-methyl-2-pyrrolidoneHCID 221212453,5,6-Trifluoro-N-methylpyridin-2-amine

Product 1

HCID 221212002-Benzylamino-3,5-difluoro-6-(methylamino)pyridine

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
140 °C

Procedure

To 20 ml of N-methylpyrrolidone were added all amount of the above-described 3,5,6-trifluoro-2-(methylamino)-pyridine together with 10 g of benzylamine, and the mixture was stirred at 140° C. for 19 hours and allowed to cool. To the solution was added 50 ml of chloroform and the mixture was washed six times with 200 ml of distilled water. The chloroform layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to obtain the title compound as a crude oil.

Workup

  1. temperatureto cool
  2. washthe mixture was washed six times with 200 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-db5277f67ba14fd2a75ce01156bc57aa
Source dataset
uspto-grants-2000_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06133284

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes