2-(2-chlorophenyl)benzaldehyde

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 69 mg of the target compound (0.18 mmol, 21.7%) was obtained using 1-(2-methoxyphenyl)piperazine (311 mg, 1.62 mmol), 2′-chlorobiphenyl-2-carbaldehyde (175 mg, 0.81 mmol) and NaBH(OAc)3 (523 mg, 2.43 mmol) according to the synthesis method of Compound 1.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 69 mg of the target compound (0.18 mmol, 21.7%) was obtained using 1-(2-methoxyphenyl)piperazine (311 mg, 1.62 mmol), 2′-chlorobiphenyl-2-carbaldehyde (175 mg, 0.81 mmol) and NaBH(OAc)3 (523 mg, 2.43 mmol) according to the synthesis method of Compound 1.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 69 mg of the target compound (0.18 mmol, 21.7%) was obtained using 1-(2-methoxyphenyl)piperazine (311 mg, 1.62 mmol), 2′-chlorobiphenyl-2-carbaldehyde (175 mg, 0.81 mmol) and NaBH(OAc)3 (523 mg, 2.43 mmol) according to the synthesis method of Compound 1.

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of 2-formyl-(2′-chloro-1,1′-biphenyl) (0.12 g, 0.55 mmol) and 2,4-thiazolidinedione (0.08 g, 0.65 mmol) in toluene (10 mL) were added piperidine (0.008 mL, 0.073 mMol) and benzoic acid (0.011 mg, 0.08 mmol), and the reaction was refluxed for 4 h with continuous removal of water. The solvent was then distilled off and the oily residue obtained was purified by chromatography on silica-gel using hexane: ethyl acetate (3:1) as the eluent to yield titled product. The solvent was then distilled off the oily residue obtained was purified by chromatography on silica-gel

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of 2-bromochlorobenzene (0.12 mL, 1 mmol) and 2-formylbenzeneboronic acid (0.17 g, 1.1 mmol) in toluene (9 mL) were added 2M aq. sodium carbonate (1.2 mL) followed by (Ph3P)4Pd (0.34 g, 0.3 mmol). The resulting reaction mixture was refluxed for 3 h, cooled and diluted ethyl acetate. The organic phase was washed with water, saturated aq. sodium bicarbonate, brine and dried over sodium sulfate. The filtrate was concentrated in vacuo and the residue obtained was purified by chromatography (hexane:ethyl acetate; 4:1) to yield the title product. The resulting reaction mixture was refluxed for 3 h cooled The organic phase was washed with water, saturated aq. sodium bicarbonate, brine dried over sodium sulfate The filtrate was concentrated in vacuo the residue obtained was purified by chromatography (hexane:ethyl acetate; 4:1)

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 69 mg of the target compound (0.18 mmol, 21.7%) was obtained using 1-(2-methoxyphenyl)piperazine (311 mg, 1.62 mmol), 2′-chlorobiphenyl-2-carbaldehyde (175 mg, 0.81 mmol) and NaBH(OAc)3 (523 mg, 2.43 mmol) according to the synthesis method of Compound 1.