Potassium Carbonate → HCID 52935018, compound

Participants

Reaction Conditions

Reaction Steps

1-Methylethyl[(2S,4R)-1-acetyl-6-bromo-2-methyl-1,2,3,4-tetrahydro-4-quinolinyl]carbamate (for a preparation see Example 4) (50 mg, 0.135 mmol), [4-(1-piperidinylmethyl)phenyl]boronic acid hydrochloride (for a preparation see Intermediate 1) (45.0 mg, 0.176 mmol), potassium carbonate (43.0 mg, 0.311 mmol) and tetrakis(triphenylphosphine)palladium(0) (7.82 mg, 6.77 μmol) were suspended in a mixture of Ethanol (0.5 ml) and Toluene (0.5 ml) and heated under microwave conditions in an Emrys Optimiser at 100° C. for 3 hours. Further tetrakis(triphenylphosphine)palladium(0) (7.82 mg, 6.77 μmol) added and the mixture heated at 90° C. thermally for 23 hours. The mixture was cooled to room temperature, loaded on to a 2 g SCX cartridge, eluted with MeOH (25 ml), 2M methanolic ammonia (25 ml) and the basic fractions evaporated to dryness. The residue was loaded on to a 12+M Biotage silica column and eluted with a gradient of 0 to 4% methanloic ammonia in DCM. The clean, product containing fractions were evaporated to a white solid (10 mg).

Provenance & Evidence