{3-[2(R)-(3-chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-propionylamino]-pyrazol-1-yl}-acetic acid tert-butyl ester → {3-[2(R)-(3-chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-propionylamino]-pyrazol-1-yl}-acetic acid

関与物質

反応条件

反応手順

{3-[2(R)-(3-Chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-propionylamino]-pyrazol-1-yl}-acetic acid tert-butyl ester (95 mg, 0.19 mmol) was dissolved in 20% trifluoroacetic acid/methylene chloride (2 mL) and allowed to stir at 25° C. for 4 h, after which time the solvent was removed by blowing nitrogen into the reaction vessel. The crude material was purified by ISCO flash column chromatography (Teledyne Isco RediSep Flash Column 4 g; 0% ethyl acetate/hexanes to 75% ethyl acetate/hexanes), afforded {3-[2(R)-(3-chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-propionylamino]-pyrazol-1-yl}-acetic acid (67 mg, 79%) as a white powder: ESI-LRMS m/e calcd for C20H24ClN3O5S [M+] 453.1, found 454.1 [M+H+]; 1H NMR (400 MHz, CDCl3) δ ppm 1.03-1.24 (m, 2H, CH2), 1.37-1.97 (m, 8H, 4×CH2), 2.12-2.26 (m, 1H, CH), 3.26 (s, 3H, SO2CH3), 3.62 (t, J=7.5 Hz, 1H, CH), 4.72 (AB, Jgem=17.4 Hz, 2H, NCH2), 6.82 (d, J=1.2, 1H, Ar), 7.39 (d, J=1.2, 1H, Ar), 7.43 (d, Jo=8.2 Hz, 1H, Ar), 7.58 (s, 1H, Ar), 8.01 (d, Jo=8.2 Hz, 1H, Ar), 9.82 (s, 1H, NH).

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