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| | 5-BROMO-2-(4-BOC-PIPERAZIN-1-YL)PYRIMIDINE Basic information |
| Product Name: | 5-BROMO-2-(4-BOC-PIPERAZIN-1-YL)PYRIMIDINE | | Synonyms: | 5-BROMO-2-(4-BOC-PIPERAZIN-1-YL)PYRIMIDINE;4-(5-BROMOPYRIMIDIN-2-YL)PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER, 95+%;5-Bromo-2-[(N-Boc)piperazin-1-yl]pyrimidine;1-Boc-4-(5-bromopyrimidin-2-yl)piperazine;1-Piperazinecarboxylic acid, 4-(5-bromo-2-pyrimidinyl)-, 1,1-dimethylethyl ester;1-Boc-4-(5-bromopyri;5-Bromo-2-(4-Boc-1-piperazinyl)pyrimidine;4-(5-BROMOPYRIMIDIN-2-YL)PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER | | CAS: | 374930-88-8 | | MF: | C13H19BrN4O2 | | MW: | 343.22 | | EINECS: | | | Product Categories: | pharmacetical;Organohalides;Pyrimidine | | Mol File: | 374930-88-8.mol |  |
| | 5-BROMO-2-(4-BOC-PIPERAZIN-1-YL)PYRIMIDINE Chemical Properties |
| Boiling point | 451.0±55.0 °C(Predicted) | | density | 1.414±0.06 g/cm3(Predicted) | | storage temp. | 2-8°C(protect from light) | | pka | 3.46±0.42(Predicted) | | Appearance | White to off-white Solid | | InChI | InChI=1S/C13H19BrN4O2/c1-13(2,3)20-12(19)18-6-4-17(5-7-18)11-15-8-10(14)9-16-11/h8-9H,4-7H2,1-3H3 | | InChIKey | UKCBGXCNXOKVTF-UHFFFAOYSA-N | | SMILES | N1(C(OC(C)(C)C)=O)CCN(C2=NC=C(Br)C=N2)CC1 |
| Hazard Codes | Xi,T | | Risk Statements | 25 | | Safety Statements | 45 | | RIDADR | UN 2811 6.1 / PGIII | | HS Code | 2933599590 |
| | 5-BROMO-2-(4-BOC-PIPERAZIN-1-YL)PYRIMIDINE Usage And Synthesis |
| Synthesis | To 1,4-dioxane (30 mL) was added N-BOC-piperazine (2.89 g, 15.51 mmol), 5-bromo-2-chloropyrimidine (2.00 g, 10.34 mmol) and potassium carbonate (2.86 g, 20.68 mmol). The reaction mixture was heated to 110 °C and stirred for 12 hours. After completion of the reaction, the mixture was cooled to room temperature, filtered to remove insoluble material and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography with the eluent of petroleum ether/ethyl acetate (20:1, v/v) to afford tert-butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate as a light yellow solid (3.15 g, 88.7% yield). Mass spectrum (ESI, positive ion mode) m/z: 343.1 [M + H]+. 1H NMR (400 MHz, CDCl3) δ (ppm): 8.29 (s, 2H), 3.83-3.66 (m, 4H), 3.56-3.41 (m, 4H), 1.48 (s, 9H). | | References | [1] Patent: WO2016/192657, 2016, A1. Location in patent: Page/Page column 50
[2] Patent: WO2014/131855, 2014, A1. Location in patent: Page/Page column 54; 55
[3] Patent: WO2016/20307, 2016, A1. Location in patent: Page/Page column 44
[4] Journal of Medicinal Chemistry, 2016, vol. 59, # 19, p. 8967 - 9004
[5] Patent: WO2017/144633, 2017, A1. Location in patent: Page/Page column 109 |
| | 5-BROMO-2-(4-BOC-PIPERAZIN-1-YL)PYRIMIDINE Preparation Products And Raw materials |
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