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| | 4-(4-Bromopyrazol-1-yl)piperidine-1-carboxylic acid tert-butyl ester Basic information |
| | 4-(4-Bromopyrazol-1-yl)piperidine-1-carboxylic acid tert-butyl ester Chemical Properties |
| Melting point | 77.0 to 81.0 °C | | Boiling point | 411.5±35.0 °C(Predicted) | | density | 1.43 | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | soluble in Methanol | | form | Solid | | pka | 0.92±0.19(Predicted) | | color | Off-white | | InChI | 1S/C13H20BrN3O2/c1-13(2,3)19-12(18)16-6-4-11(5-7-16)17-9-10(14)8-15-17/h8-9,11H,4-7H2,1-3H3 | | InChIKey | IYNZAVDBHAQODX-UHFFFAOYSA-N | | SMILES | CC(C)(C)OC(=O)N1CCC(CC1)n2cc(Br)cn2 | | CAS DataBase Reference | 877399-50-3 |
| Hazard Codes | Xn | | Risk Statements | 22 | | HS Code | 2933399990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral |
| | 4-(4-Bromopyrazol-1-yl)piperidine-1-carboxylic acid tert-butyl ester Usage And Synthesis |
| Synthesis | General procedure for the synthesis of tert-butyl 4-(4-bromopyrazol-1-yl)piperidine-1-carboxylate from 4-bromopyrazole and tert-butyl 4-((methylsulfonyl)oxy)piperidine-1-carboxylate: 2.08 kg of cesium carbonate and 0.78 kg of 4-bromopyrazole were dissolved in 4 liters of N-methyl pyrrolidinone, and heated to 80°C. Subsequently, 2.08 kg of cesium carbonate and 0.78 kg of 4-bromopyrazole were dissolved in 5 liters of N-methyl pyrrolidinone. 1.8 kg of tert-butyl 4-((methylsulfonyl)oxy)piperidine-1-carboxylate was added to the reaction mixture and the reaction lasted for 12 hours. After completion of the reaction, it was cooled to room temperature, 50 liters of methyl tert-butyl ether and 50 liters of water were added and stirred for 1 hour. After separating the organic phase, the organic phase was washed 4 times with 20 liters of water, then dried with 50% hexane and stirred for 2 hours at room temperature. Finally, it was filtered and dried to give 1.35 kg of tert-butyl 4-(4-bromopyrazol-1-yl)piperidine-1-carboxylate in 77% yield. | | References | [1] Patent: CN106317024, 2017, A. Location in patent: Paragraph 0060; 0061
[2] Journal of Medicinal Chemistry, 2011, vol. 54, # 12, p. 4092 - 4108
[3] Patent: WO2015/81257, 2015, A2. Location in patent: Page/Page column 81
[4] Tetrahedron Letters, 2014, vol. 55, # 9, p. 1528 - 1531
[5] Patent: US2006/46991, 2006, A1. Location in patent: Page/Page column 64-65 |
| | 4-(4-Bromopyrazol-1-yl)piperidine-1-carboxylic acid tert-butyl ester Preparation Products And Raw materials |
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