Triethylamine → HCID 20220847, compound

To a solution of methyl thioformylglycinate (266 mg.) in methylene chloride (3 ml.) was added magic methyl (methyl fluorosulphonate, 170 μl.). The resulting mixture was stirred at room temperature for 3 hours and then cooled with ice. Triethylamine (574 μl.) and methoxyacetyl chloride (192 μl.) were added to the above mixture, which was then stirred at that temperature for 45 minutes and then at room temperature for 30 minutes. The reaction mixture was extracted with ethyl acetate, washed with water and dried over magnesium sulphate. The solvent was then distilled off. The resulting residue was purified by preparative thin layer chromatography eluted with a 4:1 by volume mixture of methylene chloride and ethyl acetate, to afford 27 mg. of the desired product.

1. temperaturecooled with ice
2. stirringwas then stirred at that temperature for 45 minutes
3. waitat room temperature for 30 minutes
4. extractionThe reaction mixture was extracted with ethyl acetate
5. washwashed with water
6. dry with materialdried over magnesium sulphate
7. distillationThe solvent was then distilled off
8. customThe resulting residue was purified by preparative thin layer chromatography
9. washeluted with a 4:1 by volume mixture of methylene chloride and ethyl acetate
10. customto afford 27 mg

ORD record

ord-906aa888316c4889b9673d72c7adee43

Source dataset

uspto-grants-1987_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04639441