N-bromobutanimide → HCID 118045503, compound

Temperature

0 °C

To 5-(1-methyl-1H-pyrazol-4-yl)pyridin-2-amine(380 mg, 2.18 mmol) acetonitrile(30 mL) solution at 0° C. was added NBS (388 mg, 2.18 mmol) and the reaction mixture was stirred at 0° C. for 30 min, then at room temperature for additional 40 min. The reaction mixture was then concentrated, redissolved in methanol, to it was added solid LiOH (80 mg), sonicated and concentrated, the residue was triturated with water (2×5 mL), and the supernatants were discarded. the residue was dried under high vacuum, then triturated with EtOAc (2×8 mL), and the supernatants were collected, combined, and concentrated and the light brown residue was obtained as crude 3-bromo-5-(1-methyl-1H-pyrazol-4-yl)pyridin-2-amine. LCMS (m/z): 253.0/255.0 (MH+), 0.38 min.

1. waitat room temperature for additional 40 min
2. concentrationThe reaction mixture was then concentrated
3. dissolutionredissolved in methanol, to it
4. additionwas added solid LiOH (80 mg)
5. customsonicated
6. concentrationconcentrated
7. customthe residue was triturated with water (2×5 mL)
8. customthe residue was dried under high vacuum
9. customtriturated with EtOAc (2×8 mL)
10. customthe supernatants were collected
11. concentrationconcentrated

ORD record

ord-cef0c9809fa64d3fbe44e1ad6b310b13

Source dataset

uspto-grants-2016_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09242996B2