Diisopropylethylamine → Methyl 6-(cis-2-Amino-3,3-difluorocyclohexylamino)-4-cyano-2-(m-tolylamino)nicotinate

To a screw-cap vial was added methyl 6-chloro-4-cyano-2-(m-tolylamino)nicotinate (200 mg, 0.663 mmol), cis-3,3-difluorocyclohexane-1,2-diamine hydrochloride (148 mg, 0.795 mmol), and DIPEA (347 μL, 1.989 mmol) in DMF (3.9 mL). The resulting brownish-yellow mixture was stirred at RT for 2 h and then at 60° C. for 12 h. The reaction mixture was cooled to RT, diluted with EtOAc (30 mL) and washed with water (2×10 mL) and brine (20 mL). The organic layer was collected, dried over Na2SO4, and concentrated to give a thick brown oil, which included the title compound and isomers (328 mg, 119%). The crude product was used without further purification. [M+H] calc'd for C21H23F2N5O2, 416. found, 416.

1. waitat 60° C. for 12 h
2. temperatureThe reaction mixture was cooled to RT
3. washwashed with water (2×10 mL) and brine (20 mL)
4. customThe organic layer was collected
5. dry with materialdried over Na2SO4
6. concentrationconcentrated
7. customto give a thick brown oil, which

ORD 기록

ord-491419c863fb46cf9f8d883ff82a7611

출처 데이터셋

uspto-grants-2015_11

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US09181255B2