4-Aminobenzyl alcohol → HCID 71014187, compound

Participants

Reaction Conditions

Reaction Steps

To a 10 ml seal tube, 2-bromo-N-tert-butyl-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide (0.05 g, 0.000117 mol) and (4-aminophenyl)methanol (0.017 g, 0.00014 mol) was taken in toluene (2.0 ml). The reaction mixture was purged with argon for 15 min at RT after which CS2CO3 (0.189 g, 0.000586 mol) was added and the reaction mixture was further purged for 30 min with argon. BINAP (0.0015 g, 0.0000023 mol) and Pd(OAc)2 (0.0005 g, 0.0000023 mol) were added to reaction mixture and heated to 110° C. for 4 hr. After completion of the reaction, the reaction mixture was filtered through celite bed and washed with ethyl acetate. Filtrate was collected and concentrated to afford crude product which was purified using column purification by eluting the compound with 20-25% ethyl acetate in hexanes to yield 0.05 g of N-tert-butyl-2-(4-(hydroxymethyl)phenyl-amino)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide.

Provenance & Evidence