反应详情

温度

80 °C

A suspension of N-benzyl-N-(5-bromo-thiophen-2-ylmethyl)-2-trifluoromethyl-benzenesulfonamide (example 1, step 2, 170 mg), [2-methanesulfonyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanol (CAS [918328-16-2], 90 mg), cesium fluoride (88 mg) and dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium dichloromethane adduct (12 mg) in a 1 M aqueous sodium carbonate solution (0.72 mL) and 1,2-dimethoxyethane (1.5 mL) was heated to 80° C. for 36 h. After cooling to r.t., the mixture was filtered. The filtrate was diluted with ethyl acetate and washed with water. The organic phase was dried (MgSO4), filtered and concentrated under reduced pressure. The product was purified by chromatography (SiO2, cyclohexane/ethyl acetate 1:0 to 0:1) to give N-benzyl-N-[5-(4-hydroxymethyl-3-methanesulfonyl-phenyl)-thiophen-2-ylmethyl]-2-trifluoromethyl-benzenesulfonamide (67 mg) as an off-white solid. MS: 612.6 ([M+NH4]+)

1. temperatureAfter cooling to r.t.
2. filtrationthe mixture was filtered
3. additionThe filtrate was diluted with ethyl acetate
4. washwashed with water
5. dry with materialThe organic phase was dried (MgSO4)
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure
8. customThe product was purified by chromatography (SiO2, cyclohexane/ethyl acetate 1:0 to 0:1)