HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbon Dioxide → 6-[5-Chloro-4-(1-hydroxy-ethyl)-pyridin-3-yl]-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbon Dioxide | HCID 280 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Urea | HCID 1176 | — |
| Reactant | 1-[3-Chloro-5-(5,6,7,8-tetrahydro-[1,8]naphthyridin-3-yl)-pyridin-4-yl]-ethanol | HCID 117667165 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 6-[5-Chloro-4-(1-hydroxy-ethyl)-pyridin-3-yl]-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid amide | HCID 86305369 | — |
Reaction Steps
Two enantiomers of 1-[3-chloro-5-(5,6,7,8-tetrahydro-[1,8]naphthyridin-3-yl)-pyridin-4-yl]-ethanol are each converted to Compounds 175 and 176 in Table 1 according to the procedure of Urea Formation Method II (Analytical conditions: LUX 5μ Cellulose 4 Analytical column; 30% 1:1:1 MeOH:EtOH:IPA (1% DEA):CO2 @ 3 mL/min; 40° C.; 200 bars; Retention time, Compound 176: 5.2 min, Compound 175: 6.0 min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181272B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-b8f66f203cdd462596df0449fc61628f |
| Source note | uspto-grants-2015_11 |