HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isobutylene oxide → 1-(4-(6-Chloro-3-pyridinyl)-1-piperazinyl)-2-methyl-2-propanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isobutylene oxide | HCID 11208 | — |
| Reactant | 1-(6-Chloropyridin-3-yl)piperazine | HCID 9964363 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-(4-(6-Chloro-3-pyridinyl)-1-piperazinyl)-2-methyl-2-propanol | HCID 58299654 | 55% |
Reaction Steps
To 1-(6-chloropyridin-3-yl)piperazine (0.600 g, 3.04 mmol) in methanol (1.5 mL) was added dropwise isobutylene oxide (0.274 mL, 3.04 mmol). The reaction was left to stir at room temperature overnight. An additional 0.15 equivalents of isobutylene oxide were added and the reaction was placed in a 55° C. oil bath overnight. Solvent was removed in vacuo. Silica gel chromatography (gradient elution 2 to 10% methanol in DCM) afforded compound 251 (0.450 g, 55.0% yield). 1H NMR (400 MHz, CDCl3) δ 0.95-1.50 (m, 7 H) 2.23-3.61 (m, 9 H) 7.12-7.24 (m, 2 H) 8.03 (br. s., 1 H) ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08980903B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-1ea9ac50913c4688a5ab5f9bb75d878f |
| Source note | uspto-grants-2015_03 |