methyl 4-bromo-2,2-dimethyl-3-oxobutanoate

Conditions: temp:170.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of N-(4-bromophenyl)-2,6-dichlorobenzamidine (1.03 g, 3.0 mmol), methyl 4-bromo-2,2-dimethylacetoacetate (1.78 g, 8.0 mmol) and NaHCO3 (0.76 g, 9.0 mmol) in isopropanol (12 mL) was heated in a microwave unit (Biotage Initiator™) at 170° C. for 25 min. The resulting mixture was decanted and the solids rinsed with EtOAc. The combined filtrates were concentrated and purified by chromatography (silica, EtOAc/Hex, 15:85 to 50:50) to give the title compound (0.80 g, 57%) as a pale yellow solid. 1H-NMR (DCM-d2): δ 7.44 (d, 2H), 7.27-7.34 (m, 3H), 7.09 (m, 2-1), 3.67 (s, 3H), 1.61 (s, 6H); MS (ES): 467, 469, 471 [M+H]+. The resulting mixture was decanted the solids rinsed with EtOAc The combined filtrates were concentrated purified by chromatography (silica, EtOAc/Hex, 15:85 to 50:50)

Conditions: temp:170.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of N-(4-bromophenyl)-2,6-dichlorobenzamidine (1.03 g, 3.0 mmol), methyl 4-bromo-2,2-dimethylacetoacetate (1.78 g, 8.0 mmol) and NaHCO3 (0.76 g, 9.0 mmol) in isopropanol (12 mL) was heated in a microwave unit (Biotage Initiator™) at 170° C. for 25 min. The resulting mixture was decanted and the solids rinsed with EtOAc. The combined filtrates were concentrated and purified by chromatography (silica, EtOAc/Hex, 15:85 to 50:50) to give the title compound (0.80 g, 57%) as a pale yellow solid. 1H-NMR (DCM-d2): δ 7.44 (d, 2H), 7.27-7.34 (m, 3H), 7.09 (m, 2H), 3.67 (s, 3H), 1.61 (s, 61-1); MS (ES): 467, 469, 471 [M+H]+. The resulting mixture was decanted the solids rinsed with EtOAc The combined filtrates were concentrated purified by chromatography (silica, EtOAc/Hex, 15:85 to 50:50)

Conditions: temp:170.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of N-(4-bromophenyl)-2,6-dichlorobenzamidine (1.03 g, 3.0 mmol), methyl 4-bromo-2,2-dimethylacetoacetate (1.78 g, 8.0 mmol) and NaHCO3 (0.76 g, 9.0 mmol) in isopropanol (12 mL) was heated in a microwave unit (Biotage Initiator™) at 170° C. for 25 min. The resulting mixture was decanted and the solids rinsed with EtOAc. The combined filtrates were concentrated and purified by chromatography (silica, EtOAc/Hex, 15:85 to 50:50) to give the title compound (0.80 g, 57%) as a pale yellow solid. 1H-NMR (DCM-d2): δ 7.44 (d, 2H), 7.27-7.34 (m, 3H), 7.09 (m, 2-1), 3.67 (s, 3H), 1.61 (s, 6H); MS (ES): 467, 469, 471 [M+H]+. The resulting mixture was decanted the solids rinsed with EtOAc The combined filtrates were concentrated purified by chromatography (silica, EtOAc/Hex, 15:85 to 50:50)