Water → 1-[5-(5-chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-4-formyl-3,5-dimethyl-1H-pyrrole-2-carboxylic acid ethyl ester

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Reaction Steps

To 4-formyl-3,5-dimethyl-1H-pyrrole-2-carboxylic acid ethyl ester (2.60 g) in DMF (26 mL) was added Cs2CO3 (6.51 g). The mixture was stirred for 30 min at RT, then 3-bromomethyl-5-(5-chloro-thiophen-2-yl)-isoxazole (3.71 g) was added. Stirring was continued for 2 h at RT. Water was added and the phases were separated. The aqueous phase was extracted with DCM. The combined organic phases were washed with brine, dried (MgSO4) and was concentrated under reduced pressure to give crude 1-[5-(5-chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-4-formyl-3,5-dimethyl-1H-pyrrole-2-carboxylic acid ethyl ester (4.20 g), which was directly used in the next step without further purification.

Provenance & Evidence