HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → 2-(4-(1,3-Dioxan-2-yl)-2-fluorophenyl)-6-(1-phenyl-2-(trimethylsilyl)cyclopropyl)benzo[d]thiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Trimethylsilyldiazomethane | HCID 167693 | — |
| Reactant | 2-(4-(1,3-Dioxan-2-yl)-2-fluorophenyl)-6-(1-phenylvinyl)benzo[d]thiazole | HCID 67111609 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-(4-(1,3-Dioxan-2-yl)-2-fluorophenyl)-6-(1-phenyl-2-(trimethylsilyl)cyclopropyl)benzo[d]thiazole | HCID 67111575 | — |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
In a reactor bottle (trimethylsilyl)diazomethane, 2.0 M in diethyl ether (2.4 mL, 4.8 mmol) was added to a mixture of 2-(4-(1,3-dioxan-2-yl)-2-fluorophenyl)-6-(1-phenylvinyl)-benzo[d]thiazole (0.650 g, 1.6 mmol), in anhydrous dioxane 15.00 mL. The reaction mixture was heated to 150° C. for 18 h. At which time the crude reaction mixture was concentrate in vacuo and purified by silica gel chromatography to afford as a mixture of isomers 2-(4-(1,3-dioxan-2-yl)-2-fluorophenyl)-6-(1-phenyl-2 (trimethylsilyl)cyclopropyl)benzo[d]thiazole. MS (ESI) m/z: Calculated: 503.2; Observed: 504.0 (M++1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07842685B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-a1afe318cb5b4a81a5e6bbdc5dbf16fc |
| Source note | uspto-grants-2010_11 |