HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-(4-(1-aminocyclobutyl)phenyl)-2-phenyl-8-(pyridin-3-yl)-4H-pyrano[2,3-c]pyridin-4-one hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 3-(4-(1-aminocyclobutyl)phenyl)-2-phenyl-8-(1,3,5-trimethyl-1H-pyrazol-4-yl)-4H-pyrano[2,3-c]pyridin-4-one | HCID 67067861 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 3-(4-(1-aminocyclobutyl)phenyl)-2-phenyl-8-(pyridin-3-yl)-4H-pyrano[2,3-c]pyridin-4-one hydrochloride | HCID 67068045 | 70% |
Reaction Steps
Following the procedure used to prepare 3-(4-(1-aminocyclobutyl)phenyl)-2-phenyl-8-(1,3,5-trimethyl-1H-pyrazol-4-yl)-4H-pyrano[2,3-c]pyridin-4-one, tert-butyl 1-(4-(4-oxo-2-phenyl-8-(pyridin-3-yl)-4H-pyrano[2,3-c]pyridin-3-yl)phenyl)cyclobutyl carbamate was reacted with HCl in dioxane to give the title compound as the HCl salt (12 mg, 70%). 1H NMR (500 MHz, CD3OD): δ 9.49 (bs, 1H), 9.25-9.20 (m, 1H), 8.90-8.85 (m, 1H), 8.78 (m, 1H), 8.25-8.20 (m, 2H), 8.15 (m, 1H), 7.91-7.80 (m, 2H), 7.41-7.20 (m, 6H), 2.71-2.62 (m, 2H), 2.55-2.45 (m, 2H), 2.20-2.14 (m, 1H), 1.88-1.82 (m, 1H). LCMS (Method I): RT=4.06 min, [M+2]+=447.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546376B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-fdf01319e64e4a169a68c0e6d0dd7d28 |
| Source note | uspto-grants-2013_10 |