3-Bromobenzonitrile → HCID 11644132, compound

Participants

Reaction Conditions

Reaction Steps

A 10 dram vial was charged with 3-bromo-benzonitrile (280 mg, 1.54 mmol), thiomorpholine (190 mg, 1.85 mmol), NaOtBu (207 mg, 2.15 mmol), BINAP (14.4 mg, 0.023 mmol), toluene (3 mL), Pd2(dba)3 (7 mg, 0.0077 mmol), and flushed with argon. The reaction mixture was heated to 85° C. for 48 h, and then cooled to RT. The resulting mixture was diluted with Et2O (10 mL), filtered through celite, and washed with Et2O (7 mL) two times. The filtrate was concentrated in vacuo and purified by silica gel chromatography (20% EtOAC/Hexane) to give compound 387A as a yellow oil (256 mg). HPLC retention time=2.48 min. (Condition A), M+=205.

Provenance & Evidence