| Identification | Back Directory | [Name]
4-(4-Bromopyrazol-1-yl)piperidine-1-carboxylic acid tert-butyl ester | [CAS]
877399-50-3 | [Synonyms]
CRIXOTINIB-D
1-Boc-4-(4-br
Crizotinib Impurity 4
1-(4-BOC-Piperidino)-4-bromopyrazole
1-Boc-4-(4-broMopyrazol-1-yl)piperidine
1-(4-Boc-1-piperidinyl)-4-bromopyrazole
N-BOC-4-(4-BROMOPYRAZOL-1-YL)PIPERIDINE
1-Boc-4-(4-bromo-1-pyrazolyl)piperidine
1-Boc-4-(4-bromo-1H-pyrazol-1-yl)piperidine
4-Bromo-1-(N-boc-piperidin-4-yl)-1H-pyrazole
1-tert-Butoxycarbonyl-4-(4-bromopyrazol-1-yl)piperidine
Tert-butyl 4-(4-bromopyrazol-1-yl)piperidine-1-carboxylat
tert-Butyl 4-(4-bromopyrazol-1-yl)piperidine-1-carboxylate
tert-Butyl 4-(4-Bromopyrazol-1-yl)piperidine-1-carboxylate >
tert-butyl 4-(4-broMo-1H-pyrazol-1-yl)piperidine-1-carbo×ylate
4-(4-Bromopyrazol-1-yl)piperidine-1-carboxylic acid tert-but...
(R)-5-broMo-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-a
tert-Butyl 4-(4-Bromopyrazol-1-yl)piperidine-1-carboxylate
4-(4-bromo-1-pyrazolyl)-1-piperidinecarboxylic acid tert-butyl ester
4-(4-Bromo-pyrazol-1-yl)-piperidine-1-carboxylic acid tert-butyl ester
1-Piperidinecarboxylicacid, 4-(4-broMo-1H-pyrazol-1-yl)-, 1,1-diMethylethyl ester | [Molecular Formula]
C13H20BrN3O2 | [MDL Number]
MFCD09831980 | [MOL File]
877399-50-3.mol | [Molecular Weight]
330.22 |
| Chemical Properties | Back Directory | [Melting point ]
77.0 to 81.0 °C | [Boiling point ]
411.5±35.0 °C(Predicted) | [density ]
1.43 | [storage temp. ]
Room temperature. | [solubility ]
soluble in Methanol | [form ]
Solid | [pka]
0.92±0.19(Predicted) | [color ]
Off-white | [CAS DataBase Reference]
877399-50-3 |
| Hazard Information | Back Directory | [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 |
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