HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 79116Erstellt: 24. Oktober 2026
tert-Butyl piperazine-1-carboxylate → Tert-butyl 4-(2-bromothiazole-4-carbonyl)piperazine-1-carboxylate
https://huagongshe.com/de/reaction/79116
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Edukt | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Edukt | 2-Bromo-1,3-thiazole-4-carboxylic acid | HCID 2763209 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | Tert-butyl 4-(2-bromothiazole-4-carbonyl)piperazine-1-carboxylate | HCID 58299784 | 92,8% |
Reaktionsschritte
2-bromothiazole-4carboxylic acid (1.31 g, 6.3 mmol) was combined with tert-butyl piperazine-1-carboxylate (1.2 g, 6.3 mmol) in DCM (15 mL), and then stirred at 20° C. until it formed a clear solution. N1-((ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine hydrochloride (1.2 g, 6.3 mmol) was then added, and the reaction was stirred at 20° C. for 2 hours. The reaction was concentrated in vacuum, before transferring it to a separation funnel with ethyl acetate. The organic layer was washed with saturated NaHCO3, water, NH4Cl, and then with brine. After drying the organic layer with MgSO4, it was concentrated in vacuum to yield compound 72 (2.2 g, 91%) as a light yellow solid. 1H NMR (500 MHz, DMSO-d6) δ 8.16 (1H, s), 3.61 (4H, m), 3.38 (4H, m), 1.42 (9H, s) ppm; LCMS-ESI (POS), M/Z, M+1-C3H9: Found 320.0.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08841312B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-28eac06b7a984ea8950dc23d30f3b495 |
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| Quellennotiz | uspto-grants-2014_09 |
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