Potassium Phosphate, Tribasic → HCID 16045371, compound

Participants

Reaction Conditions

Reaction Steps

To a vessel containing 2-bromo-N-isopropyl-N-(4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl)benzenesulfonamide (ii) (prepared as in Example 1, 0.020 g, 0.043 mmol), cyclopropylboronic acid (0.0070 g, 0.086 mmol), K3PO4 (0.018 g, 0.086 mmol), and Pd(PPh3)4 (0.0050 mg, 0.0043 mmol) under nitrogen atmosphere was added degassed toluene (0.40 mL) and H2O (0.040 mL). The vessel was sealed under nitrogen atmosphere and heated in a 95° C. oil bath for 17.5 h. The reaction was cooled to room temperature, diluted with CH2Cl2 (2 mL), and extracted with H2O (1 mL). The combined organics were dried with Na2SO4, concentrated in vacuo, and purified by silica gel chromatography (gradient elution 5-20% ethyl acetate in hexanes) to afford 25. 1H NMR (400 MHz, CDCl3) δ 0.85-0.090 (m, 2H), 1.10-1.19 (m, 8H), 1.78 (s, 3 H), 2.42 (bs, 1 H), 2.70-2.80 (m, 1 H), 4.53 (septet, J=6.7, 1H), 6.86 (d, J=7.8 Hz, 1H), 7.14 (t, J=7.3, 1H), 7.21 (d, J=8.6, 2H), 7.41 (t, J=7 Hz, 1 H), 7.53 (d, J=8.4 Hz, 2H), 7.84 (d, J=8 Hz, 1H).

Provenance & Evidence