Sodium ethoxide → HCID 67299931, compound

Temperature

50 °C

To a solution of 2-methoxy-acetamidine (7.21 g, 89.19 mmol) in EtOH (50 ml) was added sodium ethylate (26 ml, 22% solution in EtOH) and the reaction mixture was heated to 50° C. for 30 min. A solution of mucobromic acid (6.5 g, 38.77 mmol) in EtOH (50 ml) was added followed by sodium ethylate (14 ml, 22% solution in EtOH), and the reaction mixture was continued to stir at 50° C. for 1 h. After filtration and solvent evaporation, water (5 ml) was added, the reaction mixture was cooled to 0° C. and acidified with 2N HCl solution to pH ˜6. After evaporation of water, the residue was dissolved in MeOH, filtered, and the filtrate was evaporated. The crude material was purified by silica gel chromatography using a methanol/methylenechloride eluent as solvent to yield 3.73 g (60%) of the title compound.

1. filtrationAfter filtration and solvent evaporation, water (5 ml)
2. additionwas added
3. temperaturethe reaction mixture was cooled to 0° C.
4. customAfter evaporation of water
5. dissolutionthe residue was dissolved in MeOH
6. filtrationfiltered
7. customthe filtrate was evaporated
8. customThe crude material was purified by silica gel chromatography

ORD record

ord-be05cd47755949cbba5342027fb8131f

Source dataset

uspto-grants-2013_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08470820B2