Hydrazine → HCID 178434225, compound

To 1-(5-bromo-2-fluoro-phenyl)-ethanone 103 (95.7 g, 0.441 mol.) was added anhydrous hydrazine (240 mL, 7.65 mol.). The reaction mixture was heated under reflux for 10 hours. The reaction mixture was allowed to cool to room temperature and was stirred for 16 hours. The reaction mixture was added to ice (1.4 L). The reaction mixture was stirred for 30 minutes. The reaction mixture was filtered and the white solid product was washed with water. The white solid was dried in a vacuum oven to afford the desired 5-bromo-3-methyl-1H-indazole 104 (86.1 g, 0.408 mol.) which was used without further purification.

1. temperatureThe reaction mixture was heated
2. temperatureunder reflux for 10 hours
3. stirringThe reaction mixture was stirred for 30 minutes
4. filtrationThe reaction mixture was filtered
5. washthe white solid product was washed with water
6. customThe white solid was dried in a vacuum oven

ORD record

ord-99470e89b5d14b06ba155591b7e82d97

Source dataset

uspto-grants-2009_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07528132B2