HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 57516746, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Chloro-2,2-dimethylpropanoyl chloride | HCID 61345 | — |
| Reactant | 2-Amino-5-bromopyridine | HCID 70622 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57516746 | HCID 57516746 | 116.3% |
Reaction Steps
To a solution of 2-amino-5-bromopyridine (100 mg, 0.454 mmol) in dichloromethane (6 ml) were added triethylamine (0.19 ml, 1.364 mmol, 3 equiv.) and 3-chloro-2,2-dimethyl-propionyl chloride (CAS 4300-97-4) (140 mg, 0.909 mmol, 2 equiv.) at 0-5° C. The mixture was stirred for 16 hours at room temperature. The reaction mixture was evaporated and the crude product was purified by flash chromatography on silica gel column and eluting with an ethyl acetate:heptane gradient 5:95 to 10:90. The desired N-(5-bromo-pyridin-2-yl)-3-chloro-2,2-dimethyl-propionamide (154 mg, 74% yield) was obtained as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420661B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-bbb8bba167804ad786301d3c40e443dd |
| Source note | uspto-grants-2013_04 |