Sodium borohydride → 2-Methyl-propane-2-sulfinic acid (8-nitro-quinolin-7-ylmethyl)-amide

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Reaction Steps

A solution of 2-methyl-propane-2-sulfinic acid 1-(8-nitro-quinolin-7-yl)-meth-(E)-ylideneamide (Intermediate 208) (400 mg, 1.3 mmol) in MeOH (8 ml) under a nitrogen atmosphere was cooled to 0° C. Sodium borohydride (1.24 g, 3.3 mmol) was added and the mixture was allowed to warm to room temperature while stirring for 16 h. The reaction mixture was concentrated in vacuo and the residue was diluted with sat. sodium bicarbonate solution (15 ml), extracted with EtOAc followed by 10% MeOH/DCM. The combined organic phases were washed with brine, dried (MgSO4) and concentrated in vacuo to give the title compound (411 mg, 100%). The material was used in the next step without purification.

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