3,5-Heptanedione → [1-(4-amino-benzyl)-3-cyclopropyl-5-ethyl-1H-pyrazol-4-yl]-acetic acid

Participants

Reaction Steps

The following examples can be prepared in analogous fashion to example 2.7, employing in the alkylation step (3-cyclopropyl-5-ethyl-1H-pyrazol-4-yl)-acetic acid ethyl ester (preparation according to the preparation of (3,5-diethyl-1H-pyrazol-4-yl)-acetic acid tert-butyl ester, WO2007/141267, employing 2-cyclopropyl-6-ethyl-3,5-dione instead of heptane-3,5-dione) instead of (3-cyclohexyl-5-methyl-1H-pyrazol-4-yl)-acetic acid tert-butyl ester and employing in the amide coupling the corresponding carboxylic acids as coupling partners. Each example is a single regioisomer; the required intermediates [1-(4-amino-benzyl)-3-cyclopropyl-5-ethyl-1H-pyrazol-4-yl]-acetic acid and [1-(4-amino-benzyl)-5-cyclopropyl-3-ethyl-1H-pyrazol-4-yl]-acetic acid are obtained in a single reaction and are separable by MPLC.

Provenance & Evidence