Methylamine → 1-(6-Amino-4-bromo-pyridin-2-yl)-3-methyl-urea

To a solution of 0.188 g 2.6-diamino-4-bromopyridine in 2 ml acetonitrile was added 0.164 g 1,1-carbonyldi(1,2,4-triazole) and the mixture was stirred at room temperature. After a short period of a clear solution a suspension formed. The mixture was stirred at room temperature for 1 h. To the resulting suspension was added 0.5 ml of a methylamine solution in THF (ca 3 M) and the resulting solution was stirred at room temperature for 0.5 h. The mixture was partitioned between water and ethyl acetate. The phases were separated and the organic phase evaporated to dryness. The residue was taken up in methanol whereby crystallisation occurred. The crystals were collected by filtration and dried to constant weight to yield 0.196 g of the title compound as white crystals. MS (ISP) M+H+243.3; 245.2

1. customAfter a short period of a clear solution a suspension formed
2. stirringThe mixture was stirred at room temperature for 1 h
3. stirringthe resulting solution was stirred at room temperature for 0.5 h
4. customThe mixture was partitioned between water and ethyl acetate
5. customThe phases were separated
6. customthe organic phase evaporated to dryness
7. customwhereby crystallisation
8. filtrationThe crystals were collected by filtration
9. customdried to constant weight

ORD record

ord-3eda86f27f594dbaab1caf8e3c02fbe6

Source dataset

uspto-grants-2012_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08163778B2