HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-(4-(1-aminocyclobutyl)phenyl)-8-(1,5-dimethyl-1H-pyrazol-4-yl)-2-phenyl-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 | — |
| Reactant | tert-butyl (1-(4-(8-(1,5-dimethyl-1H-pyrazol-4-yl)-4-oxo-2-phenyl-4H-pyrano[2,3-c]pyridin-3-yl)phenyl)cyclobutyl)carbamate | HCID 68227656 | — |
| Product | 3-(4-(1-aminocyclobutyl)phenyl)-8-(1,5-dimethyl-1H-pyrazol-4-yl)-2-phenyl-4H-pyrano[2,3-c]pyridin-4-one hydrochloride | HCID 68054838 | 46% |
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-(8-(1,5-dimethyl-1H-pyrazol-4-yl)-4-oxo-2-phenyl-4H-pyrano[2,3-c]pyridin-3-yl)phenyl)cyclobutylcarbamate was reacted to give the title compound (15 mg, 46%) as an HCl salt. 1H NMR (500 MHz, CD3OD): δ 8.78 (d, J=8.2 Hz, 1H), 8.25 (bs, 1H) 8.15 (d, J=8.3 Hz, 1H), 7.60-7.35 (m, 11H), 3.91 (s, 3H), 2.80-2.78 (m, 2H), 2.65-2.60 (m, 2H), 2.55 (s, 3H), 2.29-2.20 (m, 1H), 2.01-1.91 (m, 1H). LCMS (Method I): RT=4.82 min, [M+F1]+=463.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546376B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-09b2b0799541432c806951a26e9c83d4 |
| Source note | uspto-grants-2013_10 |