HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → HCID 90320959, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | tert-butyl N-(4-methyl-1-oxopentan-2-yl)carbamate | HCID 546109 | — |
| Reactant | 5-Amino-2-(trifluoromethyl)pyridine | HCID 2737744 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 90320959 | HCID 90320959 | — |
Reaction Steps
The crude product of tert-butyl(4-methyl-1-oxopentan-2-yl)carbamate was dissolved in chloroform, 2-trifluoromethyl-5-aminopyridine (1.35 g) and sodium triacetoxyborohydride (3.52 g) were added thereto, and the mixture was stirred at room temperature overnight. Saturated aqueous sodium hydrogen carbonate solution was added to the mixture, followed by extraction with chloroform and drying over anhydrous magnesium sulfate. The dissicant was filtered off, and then the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (silica gel cartridge, hexane/ethyl acetate) to afford tert-butyl (4-methyl-1-{[6-(trifluoromethyl)pyridin-3-yl]amino}pentan-2-yl)carbamate (2.58 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08796272B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-eacffd8ab51f46f79b4d9c4705cd83eb |
| Source note | uspto-grants-2014_08 |