Ozone → 2-Bromo-6-(4-chloro-phenyl)-5-(1,3-dimethyl-1H-pyrazol-4-yl)-1-isopropyl-5,6-dihydro-1H-pyrrolo[3,4-b]pyrrol-4-one

Participants

Reaction Steps

The title compound was prepared in analogy to the procedure described for Intermediate O1 but in the step corresponding to Step O3, 5-bromo-2-[(4-chloro-phenyl)-hydroxy-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid methyl ester (Step D3) and 1,3-dimethyl-1H-pyrazol-4-ylamine (free base generated from the hydrochloride salt [1147222-02-3]) were used instead of 2-[(4-chloro-phenyl)-hydroxy-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid ethyl ester and 5-amino-3-chloro-1-(4-methoxy-benzyl)-1H-pyridin-2-one respectively. Moreover, in this step, the procedure described for Step L3 using Ms2O and Et3N was used. The title compound was obtained as a beige solid. tR: 1.18 min (HPLC 3); ESI-MS: tR=1.22 min, [M+H]+ 415/417 (LC-MS 1); TLC: Rf=0.24 (2:1 EtOAc/hexanes).

Provenance & Evidence