Potassium Carbonate → 2-Amino-6-methyl-4-[3-(3-methylphenyl)-1-cyclobutyl-1-propylamino]-1,3,5-triazine

HRID 1816202Notes

Reaction equation

HRID 1816202 reaction equation
[NH2:1][C:2]1[N:7]=[C:6](Cl)[N:5]=[C:4]([CH3:9])[N:3]=1.C([O-])([O-])=O.[K+].[K+].[CH3:16][C:17]1[CH:18]=[C:19]([CH2:23][CH2:24][CH:25]([NH2:30])[CH:26]2[CH2:29][CH2:28][CH2:27]2)[CH:20]=[CH:21][CH:22]=1>C(#N)C>[NH2:1][C:2]1[N:7]=[C:6]([NH:30][CH:25]([CH:26]2[CH2:29][CH2:28][CH2:27]2)[CH2:24][CH2:23][C:19]2[CH:20]=[CH:21][CH:22]=[C:17]([CH3:16])[CH:18]=2)[N:5]=[C:4]([CH3:9])[N:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 305914-Chloro-6-methyl-1,3,5-triazin-2-amineHCID 179581163-(3-Methylphenyl)-1-cyclobutyl-1-propylamine

Product 1

HCID 537207782-Amino-6-methyl-4-[3-(3-methylphenyl)-1-cyclobutyl-1-propylamino]-1,3,5-triazine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

2.2 g (0.015 mol) of 2-amino-4-chloro-methyl-1,3,5-triazine and 4.1 g (0.03 mol) of K2CO3 are introduced into 50 ml of acetonitrile. 2.5 g (0.015 mol) of 3-(3-methylphenyl)-1-cyclobutyl-1-propylamine, dissolved in 20 ml of acetonitrile, are added dropwise to this solution. The mixture is then refluxed for 3 hours. The solid constituents are subsequently filtered off with suction and the filtrate is evaporated on a rotary evaporator. The residue is purified by means of column chromatography (eluant: ethyl acetate). This gives 4.3 g (92% of theory) of 2-amino-6-methyl-4-[3-(3-methylphenyl)-1-cyclobutyl-1-propylamino]-1,3,5-triazine.

Workup

  1. additionare added dropwise to this solution
  2. temperatureThe mixture is then refluxed for 3 hours
  3. filtrationThe solid constituents are subsequently filtered off with suction
  4. customthe filtrate is evaporated on a rotary evaporator
  5. customThe residue is purified by means of column chromatography (eluant: ethyl acetate)

Sources & evidence

ORD record
ord-1d88ff2203544871bf2794689721a3ff
Source dataset
uspto-grants-2005_04
Patent number
US06884758B2

Reaction notes

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