HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 66958477, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyl (3-aminopropyl)carbamate | HCID 2735700 | — |
| Reactant | 4-Chloro-3-nitro-1,5-naphthyridine | HCID 13122787 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66958477 | HCID 66958477 | 98.9% |
Reaction Steps
A solution of tert-butyl 3-aminopropylcarbamate (15.7 g, 90.2 mmol) in dichloromethane (50 mL) was added dropwise over 30 minutes to a solution of 4-chloro-3-nitro[1,5]naphthyridine (18.0 g, 85.9 mmol) and triethylamine (15.6 mL, 112 mmol) in dichloromethane (235 mL) at room temperature. The reaction mixture was stirred for 2.5 hours and then concentrated under reduced pressure to afford an orange solid. Water (300 mL) was added and the mixture was stirred for 1 hour. The solid was isolated by filtration, washed with water (3×50 mL), and dried under vacuum at 70° C. to afford 29.5 g of tert-butyl 3-[(3-nitro[1,5]naphthyridin-4-yl)amino]propylcarbamate as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07897767B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-9e5aae426bd04e76bcb8cb2139fd5e91 |
| Source note | uspto-grants-2011_03 |