Hydrochloric Acid → HCID 18463947, compound

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Reaction Steps

N-{2-[(2-Benzyloxy-5-oxo-tetrahydro-furan-3-ylcarbamoyl)-methyl]-1-methanesulfonyl-3-oxo-[1,2]diazepan-4-yl}-3,5-dichloro-4-hydroxy-benzamide (26b) was stirred in CH3CN (0.5 mL) and 2N HCl (1 mL) for 7 hours. The solution was concentrated in vacuo to half of the volume and extracted with ether (2 mL×4). The combined ether layers was diluted with ethyl acetate/hexane (1/9, 3 mL), washed with 1M Na2CO3 (2 mL). The aqueous solution was washed with ethyl acetate/hexane (1/9, 2 mL×2), acidified with 6N HCl to pH˜3, extracted with ethyl acetate (1.5 mL×3). The combined extracts were dried over anhydrous Na2SO4, filtered and concentrated to dryness in vacuo to afford 20 mg (47% yield) of the title compound. 1H-NMR (500 MHz, CDCl3 +CD3OD) δ 0.75-0.90 (m, 1H), 1.18-1.30 (m, 3H), 1.67-1.88 (m, 1H), 1.93-2.30 (m, 2H), 2.40-2.61 (m, 1H), 3.10-3.16 (m, 3H), 3.95-4.30 (m, 2H), 4.30-4.50 (m, 1H), 5.00-5.08 (d, 1H), 7.81 (s, 2H). Analytical HPLC: 8.10 min. LC-MS (ES+): m/e=553, 555 (M+H+).

Provenance & Evidence