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Chemistry
Heterocyclic Building Blocks
Pyridines
5-Bromo-2-((1-methylpiperidin-4-yl)oxy)pyridine
Chemistry
Heterocyclic Building Blocks
Organic Building Blocks
Pyridines
Piperidines Bromides Ethers

[ CAS No. 1015242-41-7 ] {[proInfo.proName]}

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Chemical Structure| 1015242-41-7
Chemical Structure| 1015242-41-7
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Product Details of [ 1015242-41-7 ]

CAS No. :1015242-41-7 MDL No. :
Formula : C11H15BrN2O Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 271.15 Pubchem ID :-
Synonyms :

Safety of [ 1015242-41-7 ]

Signal Word:Warning Class:
Precautionary Statements:P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330 UN#:
Hazard Statements:H302-H315-H319 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1015242-41-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 1015242-41-7 ]

[ 1015242-41-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 106-52-5 ]
  • [ 13466-38-1 ]
  • [ 1015242-41-7 ]
YieldReaction ConditionsOperation in experiment
68% With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20℃; for 12h; Diisopropylazodicarboxylate (809mg, 4.0mmol) was added to a solution of <strong>[13466-38-1]5-bromopyridin-2-ol</strong> (348mg, 2.0mmol), N-methyl-4-hydroxy-piperidine (230mg, 2.0mmol) and triphenylphosphine (1.08g, 4.0mmol) in anhydrous THF (40mL), and the resulting mixture was stirred at room temperature for 12h. After 12h, the reaction mixture was concentrated to dryness. The residue was purified via column chromatography (SiO2, 10:1, CH2Cl2: methanol) to afford desired product as a thick oil (368mg, 68%). 1H NMR (500MHz, Chloroform-d) delta 8.15 (s, 1H), 7.62 (dd, J=8.8, 2.5Hz, 1H), 6.62 (dd, J=8.8, 0.8Hz, 1H), 5.01 (dt, J=8.3, 4.2Hz, 1H), 2.72 (m, 2H), 2.40-2.33 (m, 2H), 2.32 (s, 3H), 2.10-2.00 (m, 2H), 1.83 (m, 2H). 13C NMR (126MHz, CDCl3) delta 162.13, 147.58, 141.33, 113.49, 111.53, 70.64, 53.11, 46.28, 30.90. HRMS (ESI+) m/z: [M+H+] calcd for C11H16BrN2O 271.0446; found 271.0442.
68% With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20℃; for 12h; 5-bromo-2-((1-methylpiperidin-4-yl)oxy)pyridine (16): Diisopropylazodicarboxylate (809 mg, 4.0 mmol) was added to a solution of <strong>[13466-38-1]5-bromopyridin-2-ol</strong> (348 mg, 2.0 mmol), N- methyl-4-hydroxy-piperidine (230 mg, 2.0 mmol) and triphenylphosphine (1.08 g, 4.0 mmol) in anhydrous THF (40 mL), and the resulting mixture was stirred at room temperature for 12 hours. After 12 hours, the reaction mixture was concentrated to dryness. The residue was purified via column chromatography (SiO2, 10:1, CH2Cl2:methanol) to afford desired product as a thick oil (368 mg, 68%). 1H NMR (500 MHz, chloroform-d) delta 8.15 (s, 1H), 7.62 (dd, J = 8.8, 2.5 Hz, 1H), 6.62 (dd, J = 8.8, 0.8 Hz, 1H), 5.01 (dt, J = 8.3, 4.2 Hz, 1H), 2.72 (m, 2H), 2.40- 2.33 (m, 2H), 2.32 (s, 3H), 2.10- 2.00 (m, 2H), 1.83 (m, 2H). 13C NMR (126 MHz, CDCl3) delta 162.13, 147.58, 141.33, 113.49, 111.53, 70.64, 53.11, 46.28, 30.90. HRMS (ESI+) m/z: [M + H+] calcd for C11H16BrN2O 271.0446; found 271.0442.
Reference： [1]European Journal of Medicinal Chemistry,2015,vol. 89,p. 442 - 466
[2]Patent: WO2015/70091,2015,A1 .Location in patent: Page/Page column 99

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