Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Nitrophenylacetic acid | HCID 15876 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | Azetidine hydrochloride | HCID 12308726 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 89828081 | HCID 89828081 | 43.6% |
Reaction Steps
THF (30 mL) was added to a mixture of 2-(3-Nitrophenyl)acetic acid (1 g, 5.52 mmol) and CDI (1.34 g, 8.28 mmol), the mixture was stirred for 2 hrs at 0° C. followed by addition of triethylamine (2.308 ml, 16.56 mmol) and azetidine hydrochloride (1.033 g, 11.04 mmol). The reaction mixture was stirred for 12 hrs at room temperature and then concentrated under vacuum. The crude residue was purified by column chromatography using 0-50% ethyl acetate in hexanes as eluent to afford the title product (0.53 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09428499B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-c4fb91bf90214047ac40d8861017b160 |
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| Source note | uspto-grants-2016_08 |
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