HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 6-Bromo-2-(tert-butylcarbonyl)amino-3-methoxypyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | 2-Amino-6-bromo-3-methoxypyridine | HCID 57562906 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-Bromo-2-(tert-butylcarbonyl)amino-3-methoxypyridine | HCID 57562884 | — |
Reaction Steps
A dry reaction flask equipped with a nitrogen inlet and magnetic stirring bar was charged with 2-amino-6-bromo-3-methoxypyridine (33) (0.170 g, 0.84 mmol), pyridine (0.126 mL, 1.26 mmol) and CH2Cl2 (5 mL). To this at 0° C. was added pivaloyl chloride (0.113 mL, 0.92 mmol) and then the reaction mixture was stirred at room temperature overnight. The reaction was then quenched with water (25 mL), extracted with CH2Cl2 (2×25 mL), dried over anhydrous sodium sulfate and solvent was removed under reduced pressure to afford 6-bromo-2-(tert-butylcarbonyl)amino-3-methoxypyridine (34). LCMS: purity: 80%; MS (m/z): 287 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399472B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-a8f43e04a7ae4538a1c7b0e08a5b4aef |
| Source note | uspto-grants-2013_03 |