HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 25098431, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | HCID 66781917 | HCID 66781917 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 25098431 | HCID 25098431 | 41% |
Reaction Steps
(R)-tert-butyl 2-((2-(7-(2-methoxyethoxy)imidazo[1,2-a]pyridin-3-yl)quinolin-8-yloxy)methyl)pyrrolidine-1-carboxylate (241 mg, 0.47 mmol) was dissolved in 10 mL of chloroform, followed by addition of 4.0M HCl in dioxane (4.65 ml, 9.3 mmol). The reaction was allowed to stir for 30 hours at ambient temperature at which time all starting material was consumed by LC/TLC. The reaction was concentrated in vacuo, followed by flash column chromatography (eluting with a 1-20% MeOH/DCM gradient), affording an oil on concentration. The crude oil was treated with 1000 uL of 4.0 M HCl in dioxane, affording the desired product (80 mg, 41% yield). MS APCI (+) m/z 419.1 (M+1) detected.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08138181B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-1a90e3e213694eca8128974371aeb492 |
| Source note | uspto-grants-2012_03 |