Hydrochloric Acid → HCID 178470357, compound

Participants

Reaction Steps

210 mg of 6-tert-butyloxy-9-[5-(5-chloro-1H-benzimidazol-2-ylsulfanyl)-furan-2-yl]-8-oxo-2,4,5,7,8,9-hexahydro-pyrrolo[3,4-b]-1,7-naphthyridine-3-carboxylic acid ethyl ester (example 130) are dissolved in 1.4 ml of dioxane and combined with 1.415 ml of 4N HCl in dioxane. The reaction mixture is stirred for 16 hours at room temparature. The formed insoluble material is then collected by filtration, washed with 2×1 ml of dioxane and 2×1 ml of diisopropylether. The residue is then purified on a silica gel column (12 g) eluted with a mixture of dichloromethane and methanol (95/5, v/v). The fraction containing the expected product are concentrated under reduced pressure to yield 135 mg of 9-[5-(5-chloro-1H-benzimidazol-2-ylsulfanyl)-furan-2-yl]-8-oxo-4,5,6,7,8,9-hexahydro-2H-pyrrolo[3,4-b]-1,7-naphthyridine-3-carboxylic acid ethyl ester hydrochloride as an orange powder. Yield=77%. Analytical LC/MS (method B): m/z=508 (negative ion mode, [M−H]−, 1 Cl present), m/z=510 (positive ion mode, [M+H]+)

Provenance & Evidence