Water → HCID 22457771, compound

Participants

Reaction Steps

The product from Example 72 Step c) (0.10 g) was suspended in DMF (5 ml). Sodium hydride (15 mg of a 60% dispersion in mineral oil) was added, and the mixture strrred at room temperature for 15 min. Chloroacetonitrile (41 μl) was added, and the mixture stirred as before for 2 days. Water (25 ml) was added, and the resultant precipitate filtered off and purified by flash chromatography (silica gel, 0 to 3% methanol in dichloromethane). The product was recrystallised from ethyl acetate/ethanol to yield colourless crystals (17 mg). 1H NMR (360 MHz, d6-DMSO) δ5.60 (2 H, s), 5.61 (2 H, s), 7.58 (6 H, m), 7.76 (2 H, m), 8.41 (1 H, s), 8.44 (2 H, m), 8.68 (1 H, s); MS (ES+) m/e 409 [MH+]. Anal. Found C, 64.62; H, 3.74; N, 26.82. C22H16N8O. 0.1 C4H8O2 requires C, 64.62; H, 4.06; N, 26.87%.

Provenance & Evidence