Isopropylamine → HCID 57164492, compound

Participants

Reaction Steps

2-Bromo-5,6-dichloro-1-(2,5-dideoxy-2-fluoro-beta-D-ribofuranosyl)-1H-benzimidazole (0.075 g, 0.2 mmoles) was heated in a solution of isopropylamine (Fluka, 2 mL) and absolute ethanol (6 mL) in a 90° C. oil bath for 18 hrs. The solvents were removed in vacuo. The residue was partitioned between water and ethyl acetate. The ethyl acetate solution was dried with MgSO4, filtered and solvent removed in vacuo to give the product (0.06 g) in 85% yield. MS (APCl+): m+1/z, 362; 1H NMR (DMSO-6) δ7.39 (s, 1H, Ar—H), 7.18 (s, 1H, Ar—H), 6.94 (d, 1H, NH, J=7 Hz), 6.09 (d, 1H, H-1′, J=19 Hz), 5.72 (d, 1H, OH-3′, J=6 Hz), 5.26 (d, 1H, H-2′, J=53 Hz), 3.9 (m, 3H,), 1.35 (d, 3H, H-5′, J=6 Hz), 1.18 (m, 6H, CH3).

Provenance & Evidence