HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl chloroformate → Benzyl 2-(2-tert-butylphenoxy)pyridin-3-ylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-(2-tert-Butylphenoxy)-3-isocyanatopyridine | HCID 57423315 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Benzyl 2-(2-tert-butylphenoxy)pyridin-3-ylcarbamate | HCID 67026951 | — |
Reaction Steps
A mixture of 2-(2-tert-butylphenoxy)pyridin-3-amine (1a) (880 mg, 3.6 mmol), benzyl chloroformate (575 uL, 4.0 mmol) and Hunig's base (935 uL, 5.4 mmol) in dichloromethane (9.0 mL) was stirred at rt for 16 h. Saturated ammonium chloride was added and the separated aqueous layer was extracted with dichloromethane (3×15 mL). The combined organic layers were dried (anh. Magnesium sulfate), filtered and evaporated to yield a residue which was purified by reverse phase preparative HPLC. LC-MS m/z 377.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07816382B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-b65b071451824639b459b2397eda3b84 |
| Source note | uspto-grants-2010_10 |