Triacetoxyperiodinane → HCID 11504537, compound

Participants

Reaction Steps

Mix 2-(4-chloro-phenyl)-4-(2-hydroxy-ethyl)-thiazole-5-carboxylic acid [3-methoxy-4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-amide (80 mg, 0.16 mmol) and Dess-Martin periodinane (70 mg, 0.1 6 mmol) in CH2Cl2 and stir at RT for 48 h. Dilute the mixture with aqueous 1 N NaOH and extract with CH2Cl2. Dry, filter, and concentrate the organic solution. Purify the crude material by flash chromatography, using a gradient of 100% EtOAc to 12% 2 N NH3/MeOH in EtOAc, to give the title compound (12 mg, 16%). MS (ES+) 482.0 (M+1)+. 1H NMR (400 MHz, DMSO-d6): δ 8.01 (d, 2H, J=8.8 Hz), 7.46 (d, 2H, J=8.3 Hz), 7.40 (d, 1H, J=7.0 Hz), 7.34 (s, 1H), 6.89-6.99 (m, 3H), 4.20 (t, 2H, J=6.4 Hz), 3.86 (s, 3H), 2.96 (t, 2H, J=6.4 Hz), 2.64 (s, 4H), 1.80 (m, 4H).

Provenance & Evidence