Hydrazine hydrate (1:1) → 4-aminomethyl-2-cyclopropylmethyl-6-(3-fluoro-4-methoxyphenyl)-2H-pyridazin-3-one

To a solution of 2-cyclopropylmethyl-6-(3-fluoro-4-methoxypheyl)-4-phthalimidomethyl-2H-pyridazin-3-one (190 mg, 0.43 mmol) in methanol (5 mL) was added hydrazine monohydrate (110 mg, 2.20 mmol), and the mixture was heated under reflux for 2 hours. Methanol was distilled off, and chloroform (20 mL) was added to the residue. The mixture was successively washed with water (10 mL) and brine (10 mL) in this order, and was then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by preparative thin-layer chromatography on silica gel [developing solvent: chloroform/10% w/v solution of methanol in ammonia (20/1)] to yield the title compound as yellow crystals (130 mg, 97.8%).

1. temperaturethe mixture was heated
2. temperatureunder reflux for 2 hours
3. distillationMethanol was distilled off
4. additionchloroform (20 mL) was added to the residue
5. washThe mixture was successively washed with water (10 mL) and brine (10 mL) in this order
6. dry with materialwas then dried over anhydrous sodium sulfate
7. distillationThe solvent was distilled off under reduced pressure
8. customThe residue was purified by preparative thin-layer chromatography on silica gel [developing solvent: chloroform/10% w/v solution of methanol in ammonia (20/1)]

ORDレコード

ord-38d2c167043c4980b48ac9206ec0428a

出典データセット

uspto-grants-2006_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07087606B2