HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3-Dihydro[1,4]dioxino[2,3-c]pyridine-7-carbaldehyde → 3-Chloro-4-({(3r,4s)-4-[(2,3-dihydro[1,4]dioxino[2,3-c]pyridin-7-ylmethyl)amino]-3-hydroxy-1-piperidinyl}methyl)-4,5-dihydro-7h-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,3-Dihydro[1,4]dioxino[2,3-c]pyridine-7-carbaldehyde | HCID 21873668 | — |
| Reactant | racemic 4-{[(3R,4S)-4-amino-3-hydroxy-1-piperidinyl]methyl}-3-chloro-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one | HCID 68685696 | — |
| Product | 3-Chloro-4-({(3r,4s)-4-[(2,3-dihydro[1,4]dioxino[2,3-c]pyridin-7-ylmethyl)amino]-3-hydroxy-1-piperidinyl}methyl)-4,5-dihydro-7h-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one hydrochloride | HCID 68687942 | 58% |
Reaction Steps
The free base of the title compound was synthesised from racemic 4-{[(3R,4S)-4-amino-3-hydroxy-1-piperidinyl]methyl}-3-chloro-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one and 2,3-dihydro[1,4]dioxino[2,3-c]pyridine-7-carboxaldehyde (for a synthesis see WO2004058144, Example 2(c)) according to the general method of Example 2(h), in 58% yield
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07732461B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-a53814bab2544ef8aec776b8ce29f29e |
| Source note | uspto-grants-2010_06 |