Triethylamine → HCID 68804537, compound

Participants

Reaction Steps

(S)-4-Hydroxyisoxalidine hydrochloride (Example 1, part b)) (0.08 g) and triethylamine (0.09 ml) were added to a solution of the product of part b) (0.13 g) in dichloromethane (5 ml). 1-Hydroxybenzotriazole (0.09 g) was added as well as 1-ethyl-3-(3′-dimethylaminopropyl)-carbodiimide hydrochloride (0.12 g). The reaction mixture was stirred for 12 h at room temperature. The solution was concentrated under reduced pressure. The residue was purified by flash silica chromatography eluting with a gradient of 0-3% methanol in ethyl acetate. The product obtained was recrystallised from ethyl acetate/isohexane/methanol to give the title compound as a white solid (0.07 g). MS(APCI) 513.2 [M+H]+. δ 1HDMSO 0.82-0.86 (6H,m), 2-2.1 (1H, m), 2.9 (3H, m), 3.2 (3H, s), 3.6-3.68 (3H,m), 3.78-3.84 (1H, m), 3.9-3.94 (1H, m), 4-4.12 (1H, m), 4.6-4.8 (1H, 2m), 5.2-5.61 (3H, m), 6.86-6.99 (3H, m), 7.19-7.27 (2H, m)

Provenance & Evidence