Identification | Back Directory | [Name]
4-(6-CHLORO-PYRIDAZIN-3-YL)-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER | [CAS]
492431-11-5 | [Synonyms]
Zinc02563759 1-Boc-4-(6-Chloropyridazin-3-yl) 1-Boc-4-(6-chloropyridazin-3-yl)piperazine 1-Boc-4-(6-chloro-3-pyridazinyl)piperazine 1-N-Boc-4-(6-chloropyridazin-3-yl)piperazine 4-(6-Chloropyridazin-3-yl)piperazine, N1-BOC protected tert-Butyl 4-(6-chloropyridazin-3-yl)piperazine-1-carboxylate 4-(6-chloro-3-pyridazinyl)-1-piperazinecarboxylic acid tert-butyl ester 4-(6-Chloropyridazin-3-yl)piperazine-1-carboxylic Acid t-Butyl Ester 4-(6-Chloropyridazin-3-yl)piperazine-1-carboxylicacidtert-butylester95% 4-(6-CHLORO-PYRIDAZIN-3-YL)-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER 4-(6-CHLOROPYRIDAZIN-3-YL)PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER 95% 1-Piperazinecarboxylic acid, 4-(6-chloro-3-pyridazinyl)-, 1,1-dimethylethyl ester 4-(6-CHLORO-PYRIDAZIN-3-YL)-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER ISO 9001:2015 REACH | [Molecular Formula]
C13H19ClN4O2 | [MDL Number]
MFCD05864738 | [MOL File]
492431-11-5.mol | [Molecular Weight]
298.77 |
Hazard Information | Back Directory | [Uses]
4-(6-Chloropyridazin-3-yl)piperazine-1-carboxylic Acid tert-Butyl Ester | [Synthesis]
To 3,6-dichloropyridazine (57.3 g, 385 mmol) and N-BOC-piperazine (71.6 g, 358 mmol) in 1,4-dioxane (250 mL) was added N,N-diisopropylethylamine (66.9 mL, 385 mmol). The reaction mixture was stirred at 80 °C overnight. Upon completion of the reaction, the mixture was concentrated under reduced pressure. The concentrated residue was dissolved in ethyl acetate (3 L) and washed sequentially with 10% citric acid solution, water and saturated saline. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the crude product. The crude product was purified by recrystallization from ethyl acetate to give tert-butyl 4-(6-chloropyridazin-3-yl)piperazine-1-carboxylate as an off-white solid (101 g, 88% yield). The product was confirmed by 1H NMR (400 MHz, CDCl3) and mass spectrometry (ESI): 1H NMR δ 1.25 (9H, s), 3.26-3.47 (8H, m), 6.67 (1H, d, J = 9.6 Hz), 7.00 (1H, d, J = 9.6 Hz); MS (ESI) m/z: 299.0 [M + H]+. | [References]
[1] Patent: US2015/353542, 2015, A1. Location in patent: Paragraph 0539 [2] Patent: EP3305785, 2018, A1. Location in patent: Paragraph 0204; 0205 [3] Patent: WO2017/197051, 2017, A1. Location in patent: Page/Page column 299 [4] Journal of Medicinal Chemistry, 2012, vol. 55, # 11, p. 5361 - 5379 [5] Patent: US2005/176722, 2005, A1. Location in patent: Page/Page column 19 |
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