Water → 2-(tert-Butyl)-1,6-naphthyridin-5-amine

Temperature

200 °C

A mixture of 22.1 g (100 mmol) of 2-tert-butyl-5-chloro-1,6-naphthyridine (S36), 32.1 g (600 mmol) of ammonium chloride in 100 ml of sulfolane is stirred at 200° C. for 20 h. 300 ml of water are added to the cooled mixture, which is then stirred at room temperature for 2 h. The solid is filtered off with suction, washed twice with 50 ml of water each time and subsequently suspended in a mixture of 50 ml of methanol and 150 ml of conc. ammonia solution. The suspension is stirred at room temperature for 20 h. The solid is filtered off, washed three times with 50 ml of water each time, dried in vacuo and subjected to sublimation (p about 1×10−2 mbar, T=150° C.). Yield: 16.7 g (83 mmol), 83%. Purity: >97% according to 1H-NMR.

1. stirringis then stirred at room temperature for 2 h
2. filtrationThe solid is filtered off with suction
3. washwashed twice with 50 ml of water each time
4. additionsubsequently suspended in a mixture of 50 ml of methanol and 150 ml of conc. ammonia solution
5. stirringThe suspension is stirred at room temperature for 20 h
6. filtrationThe solid is filtered off
7. washwashed three times with 50 ml of water each time
8. customdried in vacuo
9. customsubjected to sublimation (p about 1×10−2 mbar, T=150° C.)

ORD record

ord-5f8c4be8b462449e98d453df7904859f

Source dataset

uspto-grants-2016_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09273080B2