(4-溴苄基)异丙基胺

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Following the procedure described in Example 1, process variant (a), 23 g of N-(4-bromobenzyl)-N-isopropylamine were reacted with 14 g of phenyl isothiocyanate. 32 g of N-(4-bromobenzyl)-N-isopropyl-N'-phenylthiourea were obtained. Yield: 88%. Melting point: 133.5°-134.5° C.

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Following the procedure described in Example 1, process variant (a), 23 g of N-(4-bromobenzyl)-N-isopropylamine were reacted with 14 g of phenyl isothiocyanate. 32 g of N-(4-bromobenzyl)-N-isopropyl-N'-phenylthiourea were obtained. Yield: 88%. Melting point: 133.5°-134.5° C.

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Following the procedure described in Example 1, process variant (a), 23 g of N-(4-bromobenzyl)-N-isopropylamine were reacted with 14 g of phenyl isothiocyanate. 32 g of N-(4-bromobenzyl)-N-isopropyl-N'-phenylthiourea were obtained. Yield: 88%. Melting point: 133.5°-134.5° C.

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A solution of 1-bromo-4-(bromomethyl)benzene (2.0 g, 8.0 mmol), isopropylamine (950 mg, 16 mmol) and potassium carbonate (2.2 g, 16 mmol) in acetonitrile (40 mL) was stirred at room temperature for 18 h. The reaction mixture was quenched with water and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, filtered, and concentrated. The residue was purified by column chromatography (silica, 0-100% methylene chloride/methanol) to afford the desired product (1.4 g, 78%) as a brown solid: ESI MS m/z 228 [C10H14BrN+H]+. The reaction mixture was quenched with water extracted with ethyl acetate The combined organic layers were washed with brine dried over anhydrous sodium sulfate filtered concentrated The residue was purified by column chromatography (silica, 0-100% methylene chloride/methanol)

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Following General Procedure E, N-(4-bromobenzyl)propan-2-amine (200 mg, 0.88 mmol) was reacted with bis(pinacolato)diboron (240 mg, 0.96 mmol) to afford the crude boronic ester which was reacted with 9-bromo-8-methoxythieno[2,3-c]quinolin-4(5H)-one (270 mg, 0.88 mmol) to afford the desired product (190 mg, 57%) as a light brown solid: 1H NMR (500 MHz, CD3CD2OD) δ 7.68-7.63 (m, 2H), 7.56-7.49 (m, 2H), 7.41-7.34 (m, 3H), 6.04 (dd, J=5.4, 2.4 Hz, 1H), 4.33 (s, 2H), 3.72-3.67 (m, 3H), 3.56-3.50 (m, 1H), 1.45 (dd, J=6.6, 2.2 Hz, 6H). to afford the crude boronic ester which

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Following the procedure described in Example 1, process variant (a), 23 g of N-(4-bromobenzyl)-N-isopropylamine were reacted with 14 g of phenyl isothiocyanate. 32 g of N-(4-bromobenzyl)-N-isopropyl-N'-phenylthiourea were obtained. Yield: 88%. Melting point: 133.5°-134.5° C.