Sodium Azide → HCID 24883024, compound

Participants

Reaction Steps

To a solution of DMSO (5.0 mL), water (1.0 mL) and 1-benzyloxy-4-prop-2-ynyl-benzene (50 mg) described in Manufacturing Example 12-2 were added sodium azide (16 mg), 3-iodopyridin-2-ylamine (50 mg) described in Manufacturing Example 1-2, copper(I) iodide (4.3 mg), (1S,2S)—N,N′-dimethylcyclohexane-1,2-diamine (CAS No. 87583-89-9; 4.8 mg), and sodium ascorbate (4.5 mg), which was stirred for 3 hours at 60° C., and then, which was stirred for 2 days at room temperature. Water and ethyl acetate were added to the reaction mixture, and the organic layer was extracted. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and filtered, and then the filtrate was evaporated under a reduced pressure. The residue was purified by NH silica gel column chromatography (ethyl acetate:heptane=2:1) to obtain the titled compound (6.7 mg).

Provenance & Evidence