Dimethylamine → (5-Methoxy-1H-indol-4-ylmethyl)-dimethyl-amine

Participants

Reaction Steps

5-Methoxy-1-(phenylsulfonyl)-1H-indole-4-carbaldehyde (366 mg, 1.16 mmol; Intermediate 75) was dissolved in DCE, dimethylamine (3.48 mmol as 2M in MeOH) and sodium triacetoxyborohydride (738 mg, 3.48 mmol) was added in sequence. The reaction mixture was left stirring at r.t. for 23 h, diluted with DCM, NaOH (2M aq) was added until sustained pH at 10. The organic phase was separated, and the water-phase extracted once DCM. The combined organic phases were dried over Na2SO4 and purified by preparative HPLC. Yield: 57 mg residue mauve color

Provenance & Evidence