HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 2-(5-Aminopyrazin-2-yl)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 5-Allylpyrazin-2-amine | HCID 21897365 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(5-Aminopyrazin-2-yl)ethanol | HCID 118045507 | — |
Reaction Steps
5-allylpyrazin-2-amine (180 mg, 1.332 mmol) in DCM (26.6 mL) was cooled down to −78° C., then Ozone was bubbled through for 10 min until the solution turned to blue color. Then Nitrogen was purged through for 5 min. NaBH4 (151 mg, 4.00 mmol) in ethanol (10 mL) was added slowly, The reaction mixture was allowed to return to room temperature. After 1 h, Sat. NH4Cl was added slowly, the reaction mixture was then extracted by CHCl3/IPA (7:3) (3 times), the organic was dried and concentrated to yield the crude product. The crude product is used in next step reaction without purification. LCMS (m/z): 140.0 (MH+), 0.21 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09242996B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-0489a042a5514108be4dfcd3bc14fdb1 |
| Source note | uspto-grants-2016_01 |