HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 1-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-2-[4-(4-methoxy-benzothiazole-2-carbonyl)-piperidin-1-yl]-ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 6-Chloroacetyl-1,4-benzodioxane | HCID 2780178 | — |
| Reactant | (4-Methoxy-benzothiazol-2-yl)-piperidin-4-yl-methanone | HCID 67315952 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-2-[4-(4-methoxy-benzothiazole-2-carbonyl)-piperidin-1-yl]-ethanone | HCID 11999046 | 65% |
Reaction Steps
A mixture of (4-methoxy-benzothiazol-2-yl)-piperidin-4-yl-methanone (333 mg, 1.2 mmol) and 2-chloro-1-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-ethanone (256 mg, 1.2 mmol) in DMF (4 ml) was treated with DIPEA (199 ul, 1.2 mmol) and the mixture was stirred at RT overnight. The mixture was poured on water and extracted with EtOAc. The organic layers were dried over MgSO4 and concentrated. Chromatography on SiO2 (hex/EtOAc 1:1, EtOAc) and crystallisation from ether gave 350 mg (65%) of title compound as a yellowish solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07981886B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-ce9fd1e87cf74b9a8199bec2d517053f |
| Source note | uspto-grants-2011_07 |