3-Methylpiperidine → HCID 23371661, compound

HRID 1729201Notes

Reaction equation

HRID 1729201 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][CH3:9])[N:5]=[C:4]([CH3:10])[N:3]=1.[CH3:11][CH:12]1[CH2:17][CH2:16][CH2:15][NH:14][CH2:13]1>CC(C)=O>[CH3:10][C:4]1[N:3]=[C:2]([N:14]2[CH2:15][CH2:16][CH2:17][CH:12]([CH3:11])[CH2:13]2)[N:7]=[C:6]([NH:8][CH3:9])[N:5]=1

Participants

4

Reactant 2

HCID 790813-MethylpiperidineHCID 122372624-Chloro-N,6-dimethyl-1,3,5-triazin-2-amine

Product 1

HCID 23371661HCID 23371661, compoundYield 41.3%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 4-chloro-2-methyl-6-methylamino-1,3,5-triazine (1.06 g; 6.7 mM; described in J. Pharm. Soc. (Japan) 1975, 95, p.512) and 3-methylpiperidine (1.32 g, 13.3 mM) in acetone (10 ml) was stirred at ambient temperature for 6 hours. The mixture was filtered and the solid was partitioned between 3N aqueous ammonia solution (50 ml) and dichloromethane (50 ml). The organic solution was separated and dried (MgSO4) and the solvent was removed, and the residue was crystallised from elthanol. There was thus obtained 2-methyl-6-methylamino-4-(3-methylpiperidino)-1,3,5-triazine (608 mg, 41.3% yield) m.p. 155°-155.50° C.; microanalysis found: C,59.9; H,8.7; N,31.6%; C11H19N5 requires C,59.7; H,8.6; N,31.7%.

Workup

  1. filtrationThe mixture was filtered
  2. customthe solid was partitioned between 3N aqueous ammonia solution (50 ml) and dichloromethane (50 ml)
  3. customThe organic solution was separated
  4. dry with materialdried (MgSO4)
  5. customthe solvent was removed
  6. customthe residue was crystallised from elthanol

Sources & evidence

ORD record
ord-5df69f49255d422b983023f46bcc16b6
Source dataset
uspto-grants-1994_07
Patent number
US05332737

Reaction notes

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