HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-(6-methoxy-1H-benzimidazol-2-yl)-6'-piperazin-1-yl-[3,3']bipyridinyl-6-ylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | tert-butyl 4-[6'-amino-5'-(6-methoxy-1 H-benzimidazol-2-yl)-[3,3']bipyridinyl-6-yl]piperazine-1-carboxylate | HCID 67494746 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 5-(6-methoxy-1H-benzimidazol-2-yl)-6'-piperazin-1-yl-[3,3']bipyridinyl-6-ylamine | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08648201B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-3c75a797949c4df0b0b9c31fe420f940 |
| Source note | uspto-grants-2014_02 |