Methyl iodide → HCID 69416603, compound

Participants

Reaction Conditions

Reaction Steps

To a stirring solution of the title compound of Example 14, Step A (2.5 mmol, 373 mmol) and DIEA (2.75 mmol, 478 μL) in CH2Cl2 (4 mL) at 0° C. was added thiophosgene (2.5 mmol, 191 μL). The solution was allowed to reach ambient temperature for 1 h, and 4,5-dichloro-1,2-phenylenediamine (2.5 mmol, 443 mg) was added to the reaction. The reaction mixture was heated to 40° C. for 16 h. MeI (5 mmol, 312 μL) was added, and the reaction was heated at 40° C. for 16 h. Aqueous workup with CH2Cl2 and brine, followed by flash chromatography on silica eluting with 3% MeOH in CH2Cl2 afforded the product as a brown solid. LC-MS (ESI, Method B): 1.79 min, m/z 334.1 (M+1).

Provenance & Evidence