Methylamine → 6-chloro-N4-methylpyrimidine-4,5-diamine

5-Amino-4,6-dichloropyrimidine (15.0 g, 91.4 mmol) and methylamine (2M solution in THF, 5 eq) were initially charged, and triethylamine (27.76 g, 274 mmol) was added. The mixture was stirred under reflux until the conversion was complete (about 3 hours). The reaction mixture was then concentrated, and water was added to the residue. The pH was adjusted to 7-8 using saturated Na—HCO3 solution. The mixture was extracted 3× with methylene chloride, the combined organic phases were dried over sodium sulphate and filtered and the solvent was removed under reduced pressure.

1. temperatureunder reflux until the conversion
2. custom(about 3 hours)
3. concentrationThe reaction mixture was then concentrated
4. additionwater was added to the residue
5. extractionThe mixture was extracted 3× with methylene chloride
6. dry with materialthe combined organic phases were dried over sodium sulphate
7. filtrationfiltered
8. customthe solvent was removed under reduced pressure

ORD record

ord-1b3c0f54b6a64ce092d07c822d9f1de4

Source dataset

uspto-grants-2012_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08202877B2