HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1483120Generated: November 2, 2026
Potassium Carbonate → 1-(6-Nitro-pyridin-3-yl)-azetidin-3-ol
https://huagongshe.com/reaction/1483120
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Bromo-2-nitropyridine | HCID 817620 | — |
| Reactant | 3-Hydroxyazetidine hydrochloride | HCID 2759290 | — |
| Reactant | Sodium bicarbonate ethyl acetate | HCID 86584982 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 1-(6-Nitro-pyridin-3-yl)-azetidin-3-ol | HCID 59290958 | 29.5% |
Reaction Steps
To a solution of 5-bromo-2-nitropyridine (0.54 g, 2.66 mmol), azetidin-3-ol hydrochloride (0.46 g, 4.17 mmol) and tetrabutylammonium iodide (0.103 g, 0.278 mmol) in 6 mL of DMSO is added potassium carbonate (1.06 g, 7.68 mmol). The resulting mixture is heated to 80° C. for 3 h. Poured into ethyl acetate/NaHCO3 solution. Extracted with ethyl acetate (2×250 mL). The organic layer is ished with brine and dried over Na2SO4. Concentrated to give 1-(6-nitro-pyridin-3-yl)-azetidin-3-ol (153 mg, 29%). MS (ESI) m/z 240.1 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09416136B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-fe87d685231042b998b3374627580768 |
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| Source note | uspto-grants-2016_08 |
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