2-Amino-4,6-dichloropyrimidine → 4-Chloro-6-[(3aR,6aS)-5-methylhexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl]pyrimidin-2-amine

2-Amino-4,6-dichloropyrimidine (1.64 g, 10 mmol) was added portionwise to a stirred solution (3aR,6aS)-2-methyloctahydropyrrolo[3,4-c]pyrrole (1.6 g, 12.5 mmol) in absolute EtOH (10 mL) followed by TEA (1.8 mL, 12.5 mmol) dropwise at ambient temperature. The resulting suspension was warmed to reflux (initially a clear solution was observed on warming) and resulted in the gradual formation of a tan coloured precipitate. The mixture was refluxed for a total of 3 hours. The mixture was allowed to cool, EtOH (30 mL) was added to the mixture and heated to give a solution and was left to cool to ambient temperature. The resulting solid was collected by filtration, washed with cold EtOH (50 mL) and dried under suction to yield the title compound as a solid (2.07 g, 82%).

1. temperatureThe resulting suspension was warmed
2. temperatureto reflux (initially a clear solution
3. temperatureon warming) and
4. customresulted in the gradual formation of a tan coloured precipitate
5. temperatureThe mixture was refluxed for a total of 3 hours
6. temperatureto cool
7. temperatureheated
8. customto give a solution
9. waitwas left
10. filtrationThe resulting solid was collected by filtration
11. washwashed with cold EtOH (50 mL)
12. customdried under suction

ORD record

ord-9c83517543654c14b1e360536abfed0a

Source dataset

uspto-grants-2011_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07943628B2