Water → HCID 67354184, compound

Participants

Reaction Steps

A mixture of tert-butyl 1-(methylthiomethyl)-1H-pyrrolo[3,2-c]pyridine-6-carboxylate (8A, 920 mg, 3.3 mmol) and Oxone (4.2 g, 6.8 mmol) in MeOH:H2O=1:1 (20 ml) was stirred at room temperature for 2 h. The mixture was extracted with EtOAc:H2O. The organic layer was washed with brine, dried over MgSO4 and concentrated in vacuo. The crude mixture was purified by chromatography (SiO2, EtOAc) to give tert-butyl 1-(methylsulfonylmethyl)-1H-pyrrolo[3,2-c]pyridine-6-carboxylate (8B, 820 mg, 80% yield) as a colorless amorphous. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 1.70 (s, 9 H) 2.75 (s, 3 H) 5.40 (s, 2 H) 6.88 (dd, J=3.41, 0.88 Hz, 1H) 7.50 (d, J=3.54 Hz, 1 H) 8.21 (s, 1 H) 9.09 (d, J=1.01 Hz, 1 H).

Provenance & Evidence