Reaktion #471806

Reaktionsgleichung

6-chloro-N-(pyrazin-2-yl)pyrimidin-4-amine

tert-butyl N-(4-piperidinylmethyl)carbamate

triethylamine

→

N-(6-(4-(aminomethyl)piperidin-1-yl)pyrimidin-4-yl)pyrazin-2-amine

Ausbeute 16.1%

Lösungsmittel

1-methyl-2-pyrrolidinone

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigemicrowave irradiation
2. 2
   EinengenThe mixture was concentrated in vacuo
3. 3
   Sonstigethe residue purified
4. 4
   workup.DISSOLUTIONThe purified solid was dissolved in dichloromethane (4 mL)
5. 5
   workup.ADDITIONtreated with trifluoroacetic acid (4 mL) for 1 hour at room temperature
6. 6
   Waschenwashed
7. 7
   Wascheneluted with 2N ammonia
8. 8
   Einengenconcentrated

Vorschrift

A mixture of 6-chloro-N-(pyrazin-2-yl)pyrimidin-4-amine (20 mg, 0.096 mmol), tert-butyl N-(4-piperidinylmethyl)carbamate (41 mg, 0.193 mmol) and triethylamine (27 μL, 0.193 mmol) in 1-methyl-2-pyrrolidinone (1 mL) was heated at 140° C. for 10 minutes using microwave irradiation. The mixture was concentrated in vacuo and the residue purified using preparative HPLC. The purified solid was dissolved in dichloromethane (4 mL) and treated with trifluoroacetic acid (4 mL) for 1 hour at room temperature. The solution was applied to a MP-TsOH SPE cartridge, washed, then eluted with 2N ammonia and concentrated to give N-(6-(4-(aminomethyl)piperidin-1-yl)pyrimidin-4-yl)pyrazin-2-amine (4.4 mg, 16%).

Quelle