HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 58315456, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | 1-(6-Nitro-pyridin-3-yl)-azetidin-3-ol | HCID 59290958 | — |
| Reactant | Sodium bicarbonate ethyl acetate | HCID 86584982 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58315456 | HCID 58315456 | 73% |
Reaction Steps
To a solution of 1-(6-nitro-pyridin-3-yl)-azetidin-3-ol (154 mg, 0.779 mmol) in 2 mL of DMF is added Et3N (0.2 mL, 0.15 mmol), TBDMSCl (117 mg, 0.776 mmol). The resulting mixture is stirred at room temperature for 2 h. Poured into EtOAc/NaHCO3. the aqueous layer is extracted with ethyl acetate (2×50 mL). The combined organic layers are ished with brine, dried over Na2SO4. Concentrated to give 5-[3-(tert-butyl-dimethyl-silanyloxy)-azetidin-1-yl]-2-nitro-pyridine (175 mg, 73%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09416136B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-5b8ec5766b014b4f956a96a7466aaa87 |
| Source note | uspto-grants-2016_08 |