Sodium borohydride → HCID 58382115, compound

Participants

Reaction Steps

To a flask was added (4-methoxyphenyl)(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)methanimine (1.36 g, 3.35 mmol, Preparation #AF.1) and NaBH4 (0.127 g, 3.35 mmol) in MeOH (20 mL). The mixture was stirred for about 30 min at rt. The mixture was concentrated in vacuo, DCM (10 mL) was added to the residue and the insoluble material was removed via filtration. The filtrate was loaded on a 40 g silica column and product was eluted with 50 to 100% EtOAc/DCM to provide (4-methoxyphenyl)(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)methanamine (0.595 g, 44%): 1H NMR (d-DMSO) δ 8.56 (s, 1H), 8.29-8.24 (m, 1H), 8.02-7.96 (m, 2H), 7.43 (dd, J=8.3, 0.9 Hz, 2H), 7.36-7.31 (m, 2H), 6.96 (d, J=4.1 Hz, 1H), 6.84 (m, 2H), 5.22 (s, 1H), 3.68 (s, 3H), 2.33 (s, 3H).

Provenance & Evidence