HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 3-[(3-Nitro[1,5]naphthyridin-4-yl)amino]propan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Amino-1-propanol | HCID 9086 | — |
| Reactant | 4-Chloro-3-nitro-1,5-naphthyridine | HCID 13122787 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-[(3-Nitro[1,5]naphthyridin-4-yl)amino]propan-1-ol | HCID 68540439 | 98% |
Reaction Steps
To a solution of 4-chloro-3-nitro[1,5]naphthyridine (18.0 g, 85.9 mmol) in dichloromethane (220 mL) at room temperature was added triethylamine (15.6 mL, 112 mmol) and 3-amino-1-propanol (7.20 ML, 94.5 mmol). The solution was stirred for 4 hours, then was concentrated under reduced pressure to yield an orange solid. The solid was slurried in water (250 mL) for 30 minutes, isolated by filtration, washed with water (3×30 mL), and dried at 70° C. in a vacuum oven to afford 20.9 g of 3-[(3-nitro[1,5]naphthyridin-4-yl)amino]propan-1-ol as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08673932B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-a0420650138b4db097a677f9aa851a31 |
| Source note | uspto-grants-2014_03 |