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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 241411Generated: November 2, 2026

Hydrochloric Acid → 5-(6-methoxy-1H-benzimidazol-2-yl)-6'-piperazin-1-yl-[3,3']bipyridinyl-6-ylamine

https://huagongshe.com/reaction/241411

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactanttert-butyl 4-[6'-amino-5'-(6-methoxy-1 H-benzimidazol-2-yl)-[3,3']bipyridinyl-6-yl]piperazine-1-carboxylateHCID 67494746—
Solvent1,4-DioxaneHCID 31275—
Product5-(6-methoxy-1H-benzimidazol-2-yl)-6'-piperazin-1-yl-[3,3']bipyridinyl-6-ylamineHCID 50924625—

Reaction Steps

3 ml of 4M HCl in dioxane are added to tert-butyl 4-[6′-amino-5′-(6-methoxy-1 H-benzimidazol-2-yl)-[3,3′]bipyridinyl-6-yl]piperazine-1-carboxylate, and the mixture is stirred at room temperature for 14 h. The reaction mixture is evaporated to dryness, and water is added. The aqueous phase is adjusted to pH>10 using 2N NaOH and extracted 3× with ethyl acetate. The organic phases are dried using sodium sulfate, filtered and evaporated. The residue is purified by means of RP-HPLC and lyophilised, giving 5-(6-methoxy-1H-benzimidazol-2-yl)-6′-piperazin-1-yl-[3,3′]bipyridinyl-6-ylamine as free base; HPLC-MS [M+H]+ 402.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08648201B2
Source datasetuspto-grants-2014_02
ORD IDord-3c75a797949c4df0b0b9c31fe420f940
Source noteuspto-grants-2014_02