Trimethylsilyl cyanide → HCID 67505491, compound

Participants

Reaction Steps

2-Fluoro-4-aminobenzonitrile [CAS No. 53312-80-4] (1.02 g), MS3A (7 g), and Yb(OTf)3 (465 mg) were added to 30 ml of a THF solution containing 2.45 g of 2-fluoro-5-methoxy-3-triisopropylsilanyloxybenzaldehyde (Example (3b)) under a nitrogen atmosphere. The resulting mixture was stirred at room temperature for 2 hours, and then 1.1 ml of trimethylsilyl cyanide was added thereto. The mixture was stirred at room temperature for 3 days. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate-heptane) to give 4-{[cyano-(2-fluoro-5-methoxy-3-triisopropylsilanyloxyphenyl)methyl]amino}-2-fluorobenzonitrile (2.05 g) as a yellow oil.

Provenance & Evidence