1-Hydroxybenzotriazole → HCID 117874725, compound

5-Chloro-1-methyl-1H-pyrazole-3-carboxylic acid (982 mg) was added to a solution of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (2.39 g), 1-hydroxybenzotriazole (252 mg), and N,O-dimethylhydroxylamine hydrochloride (1.21 g) in dichloromethane (50 ml). Triethylamine (2.4 ml) was added dropwise to the mixture, and the resulting mixture was stirred overnight at room temperature. The reaction solution was diluted with dichloromethane (20 ml). Water (50 ml) was added to the dilution to separate the aqueous and organic layers. The organic layer was washed with water (50 ml). The organic layer was dried over anhydrous magnesium sulfate. After filtration, the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (n-hexane-ethyl acetate) to obtain the title compound (1.14 g).

1. customto separate the aqueous and organic layers
2. washThe organic layer was washed with water (50 ml)
3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
4. filtrationAfter filtration
5. distillationthe solvent was distilled off under reduced pressure
6. customThe obtained residue was purified by silica gel column chromatography (n-hexane-ethyl acetate)

ORD record

ord-03d0452aba01448c9bb90b28271e7030

Source dataset

uspto-grants-2015_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09187489B2