chloromethyl 4-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoate

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

Procedure: The title compound was prepared according to the procedure as described in Example 14 Step 2 using N-(3-(5-(4-chlorophenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide (0.3 g, 0.61 mmol) in DMF (2.5 mL), KOH (69 mg, 1.22 mmol), and a solution of chloromethyl 2-((tert-butoxy-carbonyl)amino)-4-methylpentanoate (179 mg, 0.61 mmol) in DMF (0.5 mL). The crude product was purified by a silica gel column chromatography (PE/EtOAc (v/v)=4/1 to 3/1) to afford the title compound as a white solid (287 mg, 62.8%). The title compound was characterized by LC-MS and 1H NMR as shown below: The title compound was prepared The crude product was purified by a silica gel column chromatography (PE/EtOAc (v/v)=4/1 to 3/1)

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

Procedure: The title compound was prepared according to the procedure as described in Example 14 Step 2 using N-(3-(5-(4-chlorophenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide (0.3 g, 0.61 mmol) in DMF (2.5 mL), KOH (69 mg, 1.22 mmol), and a solution of chloromethyl 2-((tert-butoxy-carbonyl)amino)-4-methylpentanoate (179 mg, 0.61 mmol) in DMF (0.5 mL). The crude product was purified by a silica gel column chromatography (PE/EtOAc (v/v)=4/1 to 3/1) to afford the title compound as a white solid (287 mg, 62.8%). The title compound was characterized by LC-MS and 1H NMR as shown below: The title compound was prepared The crude product was purified by a silica gel column chromatography (PE/EtOAc (v/v)=4/1 to 3/1)