HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethylsilyldiazomethane → HCID 86715753, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethylsilyldiazomethane | HCID 167693 | — |
| Reactant | 5-Aminoquinoxalin-2(1H)-one | HCID 45121718 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86715753 | HCID 86715753 | 34.9% |
Reaction Steps
To a suspension of 5-aminoquinoxalin-2(1H)-one (440 mg, 2.73 mmol) in methanol (1 mL), DCM (8 mL) and acetonitrile (8 mL), at 0° C., was added TEA (1.14 mL, 8.19 mmol), followed by (trimethylsilyl)diazomethane (2 mL, 4.10 mmol; 2.0M in hexanes). The reaction mixture was allowed to warm to RT and stirred for additional 3 hours. The suspension was filtered, and the filtrate was concentrated under reduced pressure. The crude product was purified by silica gel chromatography, eluting with 10%-50% ethyl acetate in hexane, to provide the title compound (167 mg, 0.953 mmol) as a light-yellow powder. LC/MS (ESI+) m/z=176 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309263B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-e1e88fa240024eba86c04129a77dcb3d |
| Source note | uspto-grants-2016_04 |