Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Acetylpiperazine | HCID 83795 | — |
| Reactant | 2,4-Dibromo-1,3-thiazole | HCID 2763297 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58181287 | HCID 58181287 | 55% |
Reaction Steps
To a solution of 1-acetylpiperazine (316 mg, 4.78 mmol) and 2,4-dibromo-1,3-thiazole (900 mg, 3.71 mmol) in N,N-dimethylformamide (8 ml) was added triethylamine (0.78 ml, 5.56 mmol). The reaction mixture was stirred at 50° C. for 14 hrs and at 65° C. for 6 hrs. After cooling to room temperature, the reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The combined organic layer was washed with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated. The residue was purified by silica gel column chromatography (dichloromethane:methanol=100:0→98:2) to give 1-acetyl-4-(4-bromo-1,3-thiazol-2-yl)piperazine (590 mg, yield 55%) as a pale-white brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08999989B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-14cc0f9311fc4591b9bef5b91ed06083 |
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| Source note | uspto-grants-2015_04 |
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