HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 2-(4-Chloro-[1,8]naphthyridin-2-yl)-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Methyl N-(triethylammoniosulfonyl)carbamate | HCID 2724994 | — |
| Reactant | 2-(4-Chloro-[1,8]naphthyridin-2-yl)-benzamide | HCID 67362921 | — |
| Product | 2-(4-Chloro-[1,8]naphthyridin-2-yl)-benzonitrile | HCID 67364556 | — |
Reaction Steps
To a slurry of 970 mg (3.42 mmol) 2-(4-chloro-[1,8]naphthyridin-2-yl)-benzamide in 10 ml dichloromethane 2.85 g (12.0 mmol) 1.26 g (5.27 mmol) methoxycarbonylsulfamoyl-triethylammonium hydroxide, inner salt, (Burgess reagent) was added. The reaction mixture was stirred for 4 hours at room temperature. The reaction mixture was partitioned between water and dichloromethane. The organic phase was dried over sodium sulfate and evaporated. The residue was crystallized from isopropanol yielding 2-(4-chloro-[1,8]naphthyridin-2-yl)-benzonitrile as colourless crystals; HPLC-MS: 1.94 min, [M+H] 266.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08614226B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-66d02cab24974736bdd03333f00131f8 |
| Source note | uspto-grants-2013_12 |