(S)-3-methoxymethylamino-1-(2-thienyl)propan-1-ol → 3-(N-Methylamino)-1-(2-thienyl)-1-propanol, (-)-

(S)-3-methoxymethylamino-1-(2-thienyl)propan-1-ol obtained from Example 2 was dissolved in 10 ml of methanol with 8 mg of Raney-nickel. This resulting solution was provided in a glass autoclave and hydrogenated at 50° C. for 12 hours. Upon completion of hydrogenation, the reaction mixture was filtered, and the solvent was removed under reduced pressure to give a crystal compound (122 mg, 90.8% measured by HPLC assay, 95% ee). The crude product was further purified by re-crystallization in toluene to give a product with optical purity as high as 100% ee.

1. customThis resulting solution was provided in a glass autoclave and hydrogenated at 50° C. for 12 hours
2. filtrationUpon completion of hydrogenation, the reaction mixture was filtered
3. customthe solvent was removed under reduced pressure
4. customto give a crystal compound (122 mg, 90.8% measured by HPLC assay, 95% ee)
5. customThe crude product was further purified by re-crystallization in toluene
6. customto give a product with optical purity as high as 100% ee

ORD record

ord-537cec39ad074689b915daafa307d603

Source dataset

uspto-grants-2013_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08530674B2