Hydrochloric Acid → HCID 68527980, compound

Participants

Reaction Steps

The intermediate of Example 8B (126 mg, 0.49 mmol) was stirred in THF (3 mL) with water (2 mL) and 1N HCl (1 mL) at 0° C. Sodium nitrite (37 mg, 0.54 mmol) in water (0.5 mL) was added dropwise, and the reaction stirred for 30 min. The solution was quenched with sat. NaHCO3 solution and extracted with EtOAc. Organics were dried (MgSO4) and concentrated in vacuo. Purification by silica gel chromatography (40% EtOAc/hexanes) gave 102 mg (78%) of the title compound as a pale orange solid. 1H NMR (400 MHz, CDCl3): δ 8.31 (d, 1H, J=8.4 Hz), 7.39-7.58 (m, 5H), 4.61 (s, 3H). MS (ES) [m+H] calc'd for C14H9N4Cl, 269, 271; found 269, 271.

Provenance & Evidence