HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → 2-(4-Bromo-3,5-dimethyl-1H-pyrazol-1-yl)-1-(3-hydroxy-1-azetidinyl)ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-(4-bromo-3,5-dimethyl-1H-pyrazol-1-yl)acetic acid | HCID 819616 | — |
| Reactant | 3-Hydroxyazetidine | HCID 1514290 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(4-Bromo-3,5-dimethyl-1H-pyrazol-1-yl)-1-(3-hydroxy-1-azetidinyl)ethanone | HCID 89782919 | — |
Reaction Steps
To 2-(4-bromo-3,5-dimethyl-1H-pyrazol-1-yl)acetic acid (0.4 g, 1.716 mmol) in DMF (6 mL) were added azetidin-3-ol (0.151 g, 2.060 mmol), HOBt (0.301 g, 2.231 mmol), and EDC (0.461 g, 2.403 mmol), followed by N-ethyl-N-isopropylpropan-2-amine (1.495 mL, 8.58 mmol). The reaction mixture was stirred for 18 hours at room temperature. The crude reaction mixture was subsequently diluted with EtOAc, washed with brine, dried over Na2SO4, and concentrated to give the title compound, which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09434743B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-50b2cd0b08494a209af383aea6476a4e |
| Source note | uspto-grants-2016_09 |