HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylamine → HCID 23153179, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Reactant | 2-Amino-4-(2-fluoro-4-nitrophenoxy)pyridine | HCID 23153198 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23153179 | HCID 23153179 | 68% |
Reaction Steps
2-Amino-4-(2-fluoro-4-nitrophenoxy)pyridine (249 mg) was dissolved in tetrahydrofuran (5 ml) under a nitrogen atmosphere, and then triethylamine (0.21 ml) and phenyl chloroformate (0.19 ml) were added dropwise thereto while cooling in an ice water bath, followed by stirring at room temperature for 15 min. To the reaction mixture was added 2 M solution of dimethylamine in methanol (4.0 ml), followed by stirring for 2 days. The solvent was evaporated under a reduced pressure to give a residue, which was purified by silica gel column chromatography (eluent; hexane:ethyl acetate=1:3, then ethyl acetate) to provide the titled compound (219 mg, 68%) as pale yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07531532B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-761ae5a3fa394f51bf2f43eed65f6657 |
| Source note | uspto-grants-2009_05 |