HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → {(R)-3-[3-(4-chloro-phenoxy)-azetidin-1-yl]-1-methyl-propyl}-carbamic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-(4-Chlorophenoxy)azetidine hydrochloride | HCID 57350197 | — |
| Reactant | ((R)-3-iodo-1-methyl-propyl)-carbamic acid tert-butyl ester | HCID 86600852 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | {(R)-3-[3-(4-chloro-phenoxy)-azetidin-1-yl]-1-methyl-propyl}-carbamic acid tert-butyl ester | HCID 69410570 | — |
Reaction Steps
A solution of ((R)-3-iodo-1-methyl-propyl)-carbamic acid tert-butyl ester (0.038 mg, 0.13 mmol), 3-(4-chloro-phenoxy)-azetidine hydrochloride (0.030 g, 0.13 mmol) and triethylamine (0.073 ml, 0.52 mmol) in DMF (1 ml) is stirred at room temperature for 18 hours. The reaction mixture is partitioned between ethylacetate and a saturated solution of sodium bicarbonate. The organic phase is washed with water and brine, dried over magnesium sulphate and evaporated. The crude product is purified by flash silica chromatography using 1:1 ethylacetate:hexane as eluent to afford {(R)-3-[3-(4-chloro-phenoxy)-azetidin-1-yl]-1-methyl-propyl}-carbamic acid tert-butyl ester. [M+H] 355.33
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07288537B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-976b9e786a4a4e83ac064dc40060e002 |
| Source note | uspto-grants-2007_10 |