HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromomethyl 4-methoxyphenyl ketone → 2-(4-(3-(4-Chlorophenyl)-1,2,4-thiadiazol-5-yl)piperazin-1-yl)-1-(4-methoxyphenyl)ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromomethyl 4-methoxyphenyl ketone | HCID 4965 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-(4-Chlorophenyl)-5-(piperazin-1-yl)-1,2,4-thiadiazole | HCID 57712256 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-(4-(3-(4-Chlorophenyl)-1,2,4-thiadiazol-5-yl)piperazin-1-yl)-1-(4-methoxyphenyl)ethanone | HCID 71186225 | 64% |
Reaction Steps
A mixture of 3-(4-chlorophenyl)-5-(piperazin-1-yl)-1,2,4-thiadiazole (539 mg, 1.92 mmol), 2-bromo-4′-methoxyacetophenone (440 mg, 1.92 mmol) and DIPEA (744 mg, 1.01 ml, 5.76 mmol) in 10 mL EtOH was stirred for 2 h at RT. Another portion 2-bromo-4′-methoxyacetophenone (220 mg, 960 μmol) was added and stirring continued for 2 h. The reaction was filtered off and washed with MeOH (4×5 mL) and Et2O (2×5 mL). The filter cake was dried in vacuo at 50° C. to yield 526 mg (64%) of the title compound as white solid. MS (m/e): 429.2 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09023852B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-fd83e1c911264bb9816145be66626ffc |
| Source note | uspto-grants-2015_05 |