Oxalic Acid → HCID 18382024, compound

Participants

Reaction Steps

Under an inert atmosphere and at ambient temperature, 47.3 mmol (10 g) of 3-[3-pyrrolidinylmethyl]-1H-indole-5-carbonitrile (described in Preparation A) are dissolved in 650 ml of 1,2-dichloroethane, and then 47.3 mmol (4.26 g) of furaldehyde are added. Stirring is carried out for 10 minutes, and 66.2 mmol (13.79 g) of sodium triacetoxyborohydride are added. After 30 minutes at ambient temperature, 350 ml of saturated sodium hydrogen carbonate solution are added. The organic phase is separated off, washed with water and dried over magnesium sulphate. Purification is carried out by chromatography on silica using a mixture of dichloromethane/methanol/ammonia 98/2/0.2 as eluant. The compound obtained is converted into the salt by one equivalent of oxalic acid in ethanol.

Provenance & Evidence