Methylamine → HCID 10027617, compound

Temperature

160 °C

(2-Chloroquinolin-7-yl)-[6-(4-trifluoromethyl-phenyl)pyrimidin-4-yl]amine, Example 13(b), (100 mg, 0.25 mmol) was dissolved in satd methylamine in EtOH [2 mL, prepared by bubbling methylaamine (Aldrich) into EtOH at 0° C.]. The solution was heated in a microwave at 160° C. for 20 min. Additional satd methylamine in EtOH (2 mL) was added and the reaction mixture was heated again in a microwave at 160° C. for 20 min. The mixture was concentrated in vacuo, redissolved in satd methylamine in EtOH (2 mL), and heated for an additional 20 min at 160° C. The mixture was concentrated in vacuo and the residue suspended in 1 N HCl (20 mL) and EtOAc (50 mL). The suspension was shaken vigorously and the solid collected by filtration, washed with water (20 mL), EtOAc (20 mL), hexane (20 mL) and air-dried. The solid was dissolved in MeOH, and concentrated in vacuo to provide the title product as a yellow amorphous solid. MS (ESI, pos. ion) m/z: 396 (M+1).

1. temperaturethe reaction mixture was heated again in a microwave at 160° C. for 20 min
2. concentrationThe mixture was concentrated in vacuo
3. dissolutionredissolved in satd methylamine in EtOH (2 mL)
4. temperatureheated for an additional 20 min at 160° C
5. concentrationThe mixture was concentrated in vacuo
6. filtrationthe solid collected by filtration
7. washwashed with water (20 mL), EtOAc (20 mL), hexane (20 mL)
8. customair-dried
9. dissolutionThe solid was dissolved in MeOH
10. concentrationconcentrated in vacuo

ORD record

ord-2edd442241fc475b8eab067d83b1ebf9

Source dataset

uspto-grants-2009_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07524874B2