3-Isopropylbenzaldehyde

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: There was dissolved, in ethanol (2 mL), (7-morpholin-4-yl-2-pyridin-4-yl-pyrazolo[1,5-a]pyrimidin-5-yl)-hydrazine (30.1 mg, 0.0967 mM), then 3-isopropyl-benzaldehyde (14.3 mg, 0.0967 mM) was added to the solution and the mixture was stirred at room temperature overnight. The solvent was distilled off from this reaction liquid, the resulting residue was purified by the reversed phase HPLC and then subjected to a desalting treatment to thus give the title compound (11.3 mg, yield: 26%). The solvent was distilled off from this reaction liquid the resulting residue was purified by the reversed phase HPLC

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

Procedure: To a solution of 3-isopropylbenzaldehyde (0.711 g, 4.75 mmol) in THF (5 mL) was added (S)-2-methyl-2-propanesulfinamide (0.534 g, 4.32 mmol) and Ti(OiPr)4 (2.75 mL, 8.64 mmol). The resulting mixture was allowed to stir over night at rt where it was then quenched with aqueous NH4Cl (5 mL) and diluted with EtOAc (100 mL). The mixture was then filtered through celite using excess EtOAc to rinse, concentrated to an oil crude and separated by silica gel (EtOAc:Hexanes) to isolate the title compound. was then quenched with aqueous NH4Cl (5 mL) diluted with EtOAc (100 mL) The mixture was then filtered through celite to rinse concentrated to an oil crude separated by silica gel (EtOAc:Hexanes)