Potassium Carbonate → 2-Amino-4-isopropyl-6-[1-(4-fluorophenyl)-3-butylamino]-1,3,5-triazine

HRID 1978803Notes

Reaction equation

HRID 1978803 reaction equation
[NH2:1][C:2]1[N:7]=[C:6](Cl)[N:5]=[C:4]([CH:9]([CH3:11])[CH3:10])[N:3]=1.C([O-])([O-])=O.[K+].[K+].[F:18][C:19]1[CH:24]=[CH:23][C:22]([CH2:25][CH2:26][CH:27]([NH2:29])[CH3:28])=[CH:21][CH:20]=1>C(#N)C>[NH2:1][C:2]1[N:3]=[C:4]([CH:9]([CH3:11])[CH3:10])[N:5]=[C:6]([NH:29][CH:27]([CH3:28])[CH2:26][CH2:25][C:22]2[CH:21]=[CH:20][C:19]([F:18])=[CH:24][CH:23]=2)[N:7]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 6486734HCID 6486734, compoundHCID 111165324-Chloro-6-isopropyl-1,3,5-triazin-2-amine

Product 1

HCID 697207982-Amino-4-isopropyl-6-[1-(4-fluorophenyl)-3-butylamino]-1,3,5-triazine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

2.6 g (0.015 mol) of 2-amino-4-chloro-6-isopropyl-1,3,5-triazine and 2.1 g (0.015 mol) of K2CO3 are initially introduced in 50 ml of acetonitrile. 2.5 g (0.015 mol) of 1-(4-fluorophenyl)-3-butylamine, dissolved in 20 ml of acetonitrile, are added dropwise to this solution. It is then heated to reflux for 3 hours. The solid constituents are then filtered off with suction and the filtrate is concentrated in a rotary evaporator. The residue is purified by means of column chromatography (eluent: ethyl acetate). Yield: 4.1 g (90% of theory).

Workup

  1. additionare added dropwise to this solution
  2. temperatureIt is then heated
  3. temperatureto reflux for 3 hours
  4. filtrationThe solid constituents are then filtered off with suction
  5. concentrationthe filtrate is concentrated in a rotary evaporator
  6. customThe residue is purified by means of column chromatography (eluent: ethyl acetate)

Sources & evidence

ORD record
ord-aefa211859994c78aba0095052640a6c
Source dataset
uspto-grants-2001_05
Patent number
US06239071B1

Reaction notes

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