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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 432103Generated: October 31, 2026

Hydrochloric Acid → HCID 59118223, compound

https://huagongshe.com/reaction/432103

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantHCID 69732839HCID 69732839—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 59118223HCID 5911822312.6%

Reaction Conditions

Temperature45 °C

Reaction Steps

To a solution of 66.3 mg (0.11 mmol) methyl 3-{[(2R)-2-({(tert-butoxycarbonyl)[(2R)-2-hydroxy-2-(3-pyridinyl)ethyl]amino}methyl)-3,4-dihydro-2H-chromen-6-yl]sulfonyl}benzoate (Example 176) diluted in 5 mL 1,4-dioxane, was slowly added 0.05 mL of 6N hydrochloric acid. The resulting mixture was then stirred at 45° C. for 2 hours. The crude mixture was concentrated in vacuo, then purified by preparative HPLC. The purified intermediate product was then treated with 0.8 mL of 2N sodium hydroxide and allowed to stir for 36 hours and then concentrated in vacuo. The crude product was then purified by preparative HPLC (0-70% Acetonitrile/0.1% aq TFA) to obtain 6.5 mg of product as the bis-TFA salt. MH+ 469.3 (free base)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06660752B2
Source datasetuspto-grants-2003_12
ORD IDord-acdfc1501dc04ebc83c323ce47765a2f
Source noteuspto-grants-2003_12