HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → Phenyl (5-methylpyrazin-2-yl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Reactant | 5-Methylpyrazin-2-amine | HCID 313215 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Phenyl (5-methylpyrazin-2-yl)carbamate | HCID 45926135 | 68.7% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
2-Amino-5-methylpyrazine (5.16 g, 47 mmol) was dissolved in CH2Cl2 (52 mL), stirred and cooled to 0° C. under N2. To this, pyridine (4.8 mL, 59 mmol) was added followed by phenyl chloroformate (6.2 mL, 59 mmol), dropwise, over 15 min, causing a precipitate to form. The mixture was stirred at 0° C. for 1 h. Then the reaction was quenched with 0.25 M HCl (40 mL) and anhydrous ether (50 mL), and stirred at 0° C., for 30 min. The precipitate was isolated by filtration, washed with DI H2O (20 mL) and ether (2×25 mL), and dried under vacuum to give the product (7.4 g) as a white fluffy powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08093244B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-2bc2e5cd578e412896d2a2ea59067622 |
| Source note | uspto-grants-2012_01 |