HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 67521014, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (R)-(-)-2-Amino-1-propanol | HCID 80308 | — |
| Reactant | 4-Chloro-3-nitro-1,5-naphthyridine | HCID 13122787 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67521014 | HCID 67521014 | 95% |
Reaction Steps
A solution of 4-chloro-3-nitro[1,5]naphthyridine (6.30 g, 30.1 mmol) dissolved in 150 mL of CH2Cl2 was treated with triethylamine (8.35 mL, 60.0 mmol) and (R)-2-aminopropanol (2.76 mL, 35.5 mmol) and the mixture was stirred under N2. After 18 hours, the reaction mixture was concentrated to give a yellow solid. The yellow solid was combined with 150 mL of H2O and the suspension was heated to reflux, with stirring, for 20 minutes. The mixture was cooled in an ice bath and the resulting yellow solid was isolated by filtration. The solid washed with cold H2O and two 50 mL-portions of Et2O and then dried with suction to give (2R)-2-[(3-nitro[1,5]naphthyridin-4-yl)amino]propan-1-ol (7.10 g) as a yellow powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178539B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-53bc09efd2244a0db89915291c9c54fb |
| Source note | uspto-grants-2012_05 |