N-bromobutanimide → HCID 178501313, compound

Participants

Reaction Steps

To 11 g (25.67 mmol) trans-3-[4-amino-5-(3-benzyloxy-phenyl)-pyrrolo[2,3-d]pyrimidin-7-yl]-cyclobutanecarboxylic acid methyl ester (see Example 4) in 275 ml dry N,N-dimethylformamide, 5.18 g (28.24 mmol) N-bromosuccinimide are added in small portions. The solution is stirred at RT in the dark and under Argon for 17 h. Thereafter the solvent is evaporated, and the residue purified by chromatography on silicagel (solvent: hexane-ethyl acetate 3:1). Further purification is done by crystallization from acetonitrile. Analytical HPLC: tR=3.61 min (shorty); ES-MS: m/eo=506.9 and 508.9; mp: 124-125° C.; NMR (DMSO-d6): 8.18/s (1H), 7.25-7.5/several m's (6H), 7.09/“d” (1H); 7.04/s (1H); 6.98/“d” (1H); 5.38/m (1H); 5.13/s (2H); 3.69/s (3H); 3.50/m (2H); 3.29/m (1H); 2.62/m (2H).

Provenance & Evidence