Hydrochloride methanol → HCID 19352165, compound

Temperature

60 °C

To a solution of N-[2-(7-amino-6-hydroxyindan-1-yl)ethyl]acetamide (630 mg, 2.7 mmol.) in methanol (5 mL) were added dropwise, under ice-cooling, methyl orthoformate (7.4 mL, 67.3 mmol.) and a saturated HCl/methanol (1.4 mL) solution. The reaction mixture was stirred for 30 minutes at room temperature and for further one hour at 60° C. The reaction mixture was cooled, which was poured into ice-water, followed by extracting the organic matter with chloroform. The extract solution was washed with a saturated aqueous saline solution and water, which was then dried over anhydrous magnesium sulfate, followed by distilling off the solvent. The residue was purified by means of silica gel column chromatography (chloroform:methanol=20:1) to afford the title compound (yield 520 mg, 79%).

1. temperaturecooling
2. temperatureThe reaction mixture was cooled
3. extractionby extracting the organic matter with chloroform
4. washThe extract solution was washed with a saturated aqueous saline solution and water, which
5. dry with materialwas then dried over anhydrous magnesium sulfate
6. distillationby distilling off the solvent
7. customThe residue was purified by means of silica gel column chromatography (chloroform:methanol=20:1)

ORD record

ord-91de7549871c4ce587b732fa7bee1f80

Source dataset

uspto-grants-2000_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06034239