Methylamine → HCID 86669127, compound

2-Chloropyrimidine-4-carboxylic acid (Maybridge Chemicals, Maybridge, UK, 0.523 g, 3.30 mmol), DIPEA (0.48 mL, 2.75 mmol) and PyBop (1.717 g, 3.30 mmol) were weighed into a 150 mL round bottomed flask and dissolved in dioxane (15 mL). The solution was stirred at RT, then cooled to 0° C., and stirred for 5 min. Methylamine, 2.0 M in THF (2.75 mL, 5.50 mmol) was added, and the solution became a thick suspension. The suspension was stirred at 0° C. for 2.5 h. No further progression was seen, so an additional equivalent of MeNH2 was added, and the mixture was stirred for another 4 h. EtOAc was added and the mixture was washed with water (50 mL), 1 N NaOH (2×50 mL) and brine (50 mL). The material was dried over MgSO4, filtered and concentrated and used without purification. MS (ESI, pos. ion) m/z: 171.9 (M+H)+.

1. temperaturecooled to 0° C.
2. stirringstirred for 5 min
3. stirringThe suspension was stirred at 0° C. for 2.5 h
4. stirringthe mixture was stirred for another 4 h
5. washthe mixture was washed with water (50 mL), 1 N NaOH (2×50 mL) and brine (50 mL)
6. dry with materialThe material was dried over MgSO4
7. filtrationfiltered
8. concentrationconcentrated
9. customused without purification

ORD record

ord-51a410a0c52c4181baebf9d1b7b8d4f0

Source dataset

uspto-grants-2016_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09321756B2