HCID 67345592, compound → HCID 67324676, compound

Participants

Reaction Steps

A mixture of (1-Benzenesulfonyl-5-nitro-1H-pyrrolo[2,3-b]pyridin-4-yl)-((R)-1-benzyl-pyrrolidin-3-yl)-amine (2.48 g, 5.2 mmol) and Raney Ni (5.5 g) in ethyl acetate (50 mL) was hydrogenated at 25° C. for 2.5 hours. The mixture was filtered through Celite, thoroughly washing the filter cake with methanol. The filtrate and washings were combined and concentrated under vacuum, gave 2.2 g (96%) of (1-Benzenesulfonyl-5-amino-1H-pyrrolo[2,3-b]pyridin-4-yl)-((R)-1-benzyl-pyrrolidin-3-yl)-amine, which was used in the next step without further purification. LCMS (Method J, ESI): RT=0.81 min, M+H+=447.9; 1H NMR (400 MHz, CDCl3) δ: 8.07-8.05 (d, J=6.8 Hz, 2H), 7.74 (s, 1H), 7.46-7.44 (m, 2H), 7.39-7.35 (m, 3H), 7.25-7.18 (m, 6H), 6.52-6.50 (d, J=4.4 Hz, 1H), 4.30-4.40 (m, 1H), 3.56 (s, 2H), 2.79-2.76 (m, 2H), 2.69-2.59 (m, 1H), 2.36-2.25 (m, 2H), 1.60-1.70 (m, 1H).

Provenance & Evidence