HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712239Generated: October 28, 2026
Triethylamine → Ethyl 1-(4-bromothiazol-2-yl)-4-ethyl-piperidine-4-carboxylate
https://huagongshe.com/reaction/712239
Participants
| Role | Name | HCID | Charge |
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| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,4-Dibromo-1,3-thiazole | HCID 2763297 | — |
| Reactant | Ethyl 4-ethyl-4-piperidinecarboxylate hydrochloride | HCID 53393421 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ethyl 1-(4-bromothiazol-2-yl)-4-ethyl-piperidine-4-carboxylate | HCID 66977057 | 89% |
Reaction Steps
To a solution of ethyl 4-ethylpiperidine-4-carboxylate hydrochloride (140 mg, 0.62 mmol) and 2,4-dibromothiazole (100 mg, 0.41 mmol) in DMF (0.3 mL) was added triethylamine (0.26 mL, 1.9 mmol) at rt and the mixture heated to 100° C. and stirred for 2 h. The mixture was cooled to rt then diluted with EtOAc (2 mL) and MeOH (2 mL) then evaporated to dryness under reduced pressure. The crude residue was purified over silica-gel using EtOAc: cyclohexane (10% to 60%) to obtain the desired product as viscous oil that solidified upon standing (127 mg, 89% yield). MS: 347.03, 349.01 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09181234B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-533843aa9381471fad4da40dc8f2b923 |
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| Source note | uspto-grants-2015_11 |
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