Ethylenediamine → HCID 71288456, compound

Participants

Reaction Steps

2-(6-Chloro-1-methyl-1H-indazol-3-yl)-N-(1-hydroxy-2-methylpropan-2-yl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxamide (0.04 g, 0.076 mmol), trifluoroacetic acid (0.582 mL, 7.56 mmol) and dichloromethane (3.00 mL) were combined and stirred for 3 h. The reaction mixture was concentrated to dryness and diluted with dichloromethane (3 mL), then ethylenediamine (0.510 mL, 7.56 mmol) was added. After 1 h the mixture was concentrated to dryness and ice water (1 mL) added. The solid formed was collected by filtration then triturated with ethyl acetate to obtain 2-(6-chloro-1-methyl-1H-indazol-3-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide (5 mg, 16%). MS (M+H)+=399; 1H NMR (DMSO-d6) δ: 8.94-9.36 (m, 1H), 8.51-8.76 (m, 1H), 8.37 (s, 1H), 7.80-8.08 (m, 2H), 7.29 (t, J=8.8 Hz, 1H), 4.17 (d, J=5.8 Hz, 3H), 3.48-3.80 (m, 2H), 1.45 (d, J=3.3 Hz, 6H).

Provenance & Evidence