Dichloromethane → HCID 86727194, compound

Participants

Reaction Conditions

Reaction Steps

To a microwave vial was added 5-(4-bromo-2-chlorophenyl)-1,3,4-thiadiazol-2-amine (500 mg, 1.721 mmol), 4-pyrazole boronic acid pinacle ester (668 mg, 3.44 mmol), cesium carbonate (1.68 g, 5.16 mmol), Pd2(dba)3.CH2Cl2 (178 mg, 0.172 mmol), and Xphos (82 mg, 0.172 mmol), followed by addition of 1,4-dioxane (2 mL)/H2O (0.5 mL). The vial was purged with N2 3 times and the reaction mixture was heated via microwave irradiation at 100° C. for 1 h. The reaction mixture was filtered through a disposable filter funnel, washed with EtOAc, concentrated in vacuo, and purified by silica gel chromotography (2% to 15% MeOH/DCM) to afford 5-(2-chloro-4-(1H-pyrazol-4-yl)phenyl)-1,3,4-thiadiazol-2-amine (250 mg, MS: 278.0 [M+H+].)

Provenance & Evidence