2-chloro-N,N-dimethylacetamide → HCID 59632867, compound

Participants

Reaction Conditions

Reaction Steps

3-(5-(5-(3-(methylsulfonyl)phenyl)thiophen-2-yl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)phenol (120 mg, 0.26 mmol) was dissolved in anhydrous methanol (10.0 mL). To this solution was added a 25 wt % solution of NaOMe in methanol (130 μL, 0.57 mmol) and 2-chloro-N,N-dimethyl-acetamide (156 mg, 128 mmol). The reaction mixture was heated to reflux at 80° C. under nitrogen atmosphere for overnight. It was cooled off and concentrated in vacuo. The residue was purified by column chromatography (50% ethyl acetate in hexane) to yield the product (87 mg, 61% yield). 1H-NMR (Acetone-d6): δ 8.21 (m, 1H), 8.03 (m, 1H), 7.96 (m, 1H), 7.76 (m, 1H), 7.65 (m, 1H), 7.52 (m, 1H), 7.25-7.16 (br, 5H), 4.94 (s, 2H), 3.25 (s, 3H), 3.09 (s, 3H), 2.90 (s, 3H), 2.88 (s, 3H). MS (ES): 550 [M+H]+

Provenance & Evidence