Sodium Hydroxide → HCID 21072794, compound

Participants

Reaction Steps

Methyl-[4-(4-fluoro-2-methyl-phenyl)-6-thiomorpholin-4-yl-pyridin-3-yl]-amine can be produced by diluting Red-Al in toluene and adding this solution dropwise to a solution of [4-(4-fluoro-2-methyl-phenyl)-6-thiomorpholin-4-yl-pyridin-3-yl]-carbamic acid methyl ester in toluene. The yellow solution obtained is stirred at room temperature, cooled to about 0° C., and poured slowly onto a mixture of 4 N aqueous sodium hydroxide and ice (very exothermic). After stirring, the phases are separated, the aqueous phase extracted with tert-butyl-methyl-ether, and the organic phases washed with brine. The combined organic extracts are dried and concentrated under reduced pressure to yield methyl-[4-(4-fluoro-2-methyl-phenyl)-6-thiomorpholin-4-yl-pyridin-3-yl]-amine as a brown oil which can be used in the next step without further purification.

Provenance & Evidence