HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 1-(3-Nitropyridin-4-yl)-4-(tetrahydrofuran-3-yl)piperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 3-Oxotetrahydrofuran | HCID 529392 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 1-(3-Nitropyridin-4-yl)piperazine | HCID 43114071 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-(3-Nitropyridin-4-yl)-4-(tetrahydrofuran-3-yl)piperazine | HCID 86720928 | — |
Reaction Steps
A round-bottomed flask was charged with 1-(3-nitro-4-pyridyl)piperazine (prepared according to methods similar to the one depicted in Step 1 of Preparation N-1), dihydrofuran-3(2H)-one (98 mg, 1.13 mmol) and acetic acid (129 uL, 2.27 mmol) in MeCN (4 mL). Na(OAc)3BH (482.4 mg, 2.27 mmol) was added and the reaction mixture was stirred at RT for 1 h. The reaction mixture was partitioned between EtOAC and an aqueous saturated solution of Na2CO3. The organic extracts were dried over MgSO4, and concentrated under reduced pressure to give 1-(3-nitropyridin-4-yl)-4-(tetrahydrofuran-3-yl)piperazine as a yellow solid. MS (ES+) 279.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09340546B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-9eb603354edf4f0aa6b212e88fc2a0e5 |
| Source note | uspto-grants-2016_05 |