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Chemistry
Heterocyclic Building Blocks
Piperidines
4-(2-(Piperidin-1-yl)ethoxy)benzaldehyde
Chemistry
Heterocyclic Building Blocks
Organic Building Blocks
Piperidines
Aryls Ethers Aldehydes Aliphatic Heterocycles

[ CAS No. 26815-04-3 ] {[proInfo.proName]}

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Chemical Structure| 26815-04-3
Chemical Structure| 26815-04-3
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Product Details of [ 26815-04-3 ]

CAS No. :26815-04-3 MDL No. :MFCD00800249
Formula : C14H19NO2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 233.31 Pubchem ID :-
Synonyms :

Safety of [ 26815-04-3 ]

Signal Word:Warning Class:
Precautionary Statements:P264-P273-P280-P305+P351+P338-P337+P313-P501 UN#:
Hazard Statements:H319-H412 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 26815-04-3 ]

* 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 [ 26815-04-3 ]

[ 26815-04-3 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 41230-93-7 ]
  • [ 26815-04-3 ]
  • [ 662117-40-0 ]
YieldReaction ConditionsOperation in experiment
19% 5-Bromo-4-methylpyridin-2,3-diamine2 (0.50 g, 2.5 mmol) was dissolved in DMF (7.0 [ML).] Iron (III) chloride hexahydrate (0.033 g, 0.12 mmol) was added and the mixture heated to [80 C. 4- (2-PIPERIDIN-I-YLETHOXY) BENZALDEHYDE] (0.58 g, 2.5 mmol) dissolved in DMF (3.0 ml) was added dropwise. and the reaction mixture was heated at [120 C] for 5 h with air bubbling through the solution. The solvent was removed by evaporation and the solid residue was washed with [1M NAOH] and diethyl ether. The crude product was purified by column chromatography (EtOAc/heptane, 1: 1), giving the title product (0.20 g, 19%). APCI-MS m/z : 415,417 [MH+]. 2 US 5,290, 943 ['H-NMR] [(DMSO-D6)] : [5] 13. 3 [(1 H, BS),] 8.34 (1H, s), 8.17 (2H, d), 7.13 (2H, d), 4.16 (2H, t), 3. 31 (3H, s), 2.68 (2H, t), 2.46-2. [42] (4H, m), 1.53-1. 49 (4H, m), 1.41-1. 38 (2H, m).
Reference： [1]Patent: WO2004/16611,2004,A1 .Location in patent: Page 123-124
  • 2
  • [ 26815-04-3 ]
  • [ 4506-66-5 ]
  • [ 1141495-63-7 ]
Reference： [1]Chemical Communications,2009,p. 902 - 904
  • 3
  • [ 15832-09-4 ]
  • [ 26815-04-3 ]
  • (Z)-6-methoxy-2-(4-(2-(piperidin-1-yl)ethoxy)benzylidene)benzofuran-3(2H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
With potassium hydroxide; In ethanol; water; at 20℃; for 2h; General procedure: To a solution of 2-12 in ethanol (100 mg, 0.62 mmol, 13 ml/mmol) was added the suitably functionalized benzaldehydes (0.62 mmol), followed by a solution of KOH 20% in water (0.8 ml/mmol). The solution is stirred at room temperature for 2 h. The reaction mixture was concentrated in vacuo and diluted with distilled water. The aqueous layer was extracted with ethyl acetate and dried (Na2SO3). The organic phase was evaporated in vacuo to yield crude products which were subjected to column chromatography by using amino silica gel as adsorbent and solvent system of hexane: ethyl acetate (7:3) followed by silica gel column chromatography by using chloroform: methanol (9.5:0.5) to yield Series 2 derivatives except for 2-6 and 2-9.
Reference： [1]European Journal of Medicinal Chemistry,2015,vol. 94,p. 195 - 210
  • 4
  • [ 76240-27-2 ]
  • [ 26815-04-3 ]
  • (E)-3-(4-(2-(piperidin-1-yl)ethoxy)benzylidene)-2,3-dihydro-7-hydroxy chromen-4-one hydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
76% With hydrogenchloride; In ethanol; at 20℃; for 24.083000000000002h; General procedure: A solution of 7-hydroxychroman-4-one (5)or7-alkoxychroman-4-one6a-c(1 mmol), and 4-substituted benzaldehydes2a,bor4a-c(1 mmol) in EtOH (5 ml) was stirred at roomtemperature for 5 min, while a stream of HCl gas was introduced.After 24 h stirring at room temperature, the precipitated solid wasseparated by filtration and crystallized from EtOH to give compounds7a-r 5.1.4.4 Synthesis of (E)-3-(4-(2-(piperidin-1-yl)ethoxy)benzylidene)-2,3-dihydro-7-hydroxy chromen-4-one hydrochloride (7d) Starting from 7-hydroxychroman-4-one (5, 5 mmol, 0.82 g) and 4-(2-(piperidin-1-yl)ethoxy)benzaldehyde (5 mmol, 1.165 g), compound 7d was obtained as pinkish crystals in 76% yield; mp 234-236 C; IR (KBr, cm-1) numax: 3114 (O-H), 1669 (C=O), 1608 (C=C alkene); 1H NMR (DMSO-d6, 400 MHz), 10.83 (s, 1H, OH), 10.74 (br s, 1H, NH), 7.75 (d, 1H, H-5, J = 8.6 Hz), 7.65 (s, 1H, H-8), 7.43 (d, 2H, H-a, J = 8.8 Hz), 7.10 (d, 2H, H-b, J = 8.8 Hz), 6.58 (dd, 1H, H-6, J = 8.6 and 2.4 Hz), 6.37 (d, 1H, vinylic-H, J = 2.2 Hz), 5.36 (d, 2H, H-2, J = 2.2 Hz), 4.51 (t, 2H, H-1', J = 5.0 Hz), 3.48 (m, 4H, H-a'), 3.04 (m, 2H, H-2'), 1.85-1.33 (m, 6H, H-b', H-c'). 13C NMR (100 MHz, DMSO-d6) delta 179.98, 165.27, 162.94, 158.91, 135.47, 132.65, 129.83, 129.73, 127.71, 115.45, 114.64, 111.70, 102.93, 67.98, 62.91, 55.03, 53.05, 22.76, 21.65. LC/MS (ESI): m/z 380.2 [M++H]. Anal. Calcd for C23H25NO4.HCl (415.91): C, 66.42; H, 6.30; N, 3.37. Found: C, 66.56; H, 6.23; N, 3.24.
Reference： [1]European Journal of Medicinal Chemistry,2015,vol. 97,p. 181 - 189
  • 5
  • [ 110-89-4 ]
  • [ 54373-15-8 ]
  • [ 26815-04-3 ]
YieldReaction ConditionsOperation in experiment
90.4 mg With potassium carbonate; potassium iodide In tert-Amyl alcohol at 100℃; for 22h; Inert atmosphere;
In N,N-dimethyl-formamide for 1h; Microwave irradiation; Heating;
Reference： [1]Petho, Bálint; Vangel, Dóra; Csenki, János T.; Zwillinger, Márton; Novák, Zoltán [Organic and Biomolecular Chemistry, 2018, vol. 16, # 26, p. 4895 - 4899]
[2]Wang, Caolin; Xu, Shan; Peng, Liang; Zhang, Bingliang; Zhang, Hong; Hu, Yingying; Zheng, Pengwu; Zhu, Wufu [Journal of Enzyme Inhibition and Medicinal Chemistry, 2019, vol. 34, # 1, p. 204 - 218]

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