5-Methoxy-3-piperidin-4-yl-1H-indole

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5-Methoxy-3-piperidin-4-yl-1H-indole Basic information
Product Name:5-Methoxy-3-piperidin-4-yl-1H-indole
Synonyms:4-(5-methoxy-[1H]-indol-3-yl)-piperidine;5-Methoxy-3-(4-piperidinyl)-1H-indole;4-(5-Methoxy-3-indolyl)piperidine;5-Methoxy-3-(4-piperidinyl)indole;1H-Indole, 5-methoxy-3-(4-piperidinyl)-;RU 23686;RU23686;RU-23686
CAS:52157-82-1
MF:C14H18N2O
MW:230.31
EINECS:
Product Categories:
Mol File:52157-82-1.mol
5-Methoxy-3-piperidin-4-yl-1H-indole Structure
5-Methoxy-3-piperidin-4-yl-1H-indole Chemical Properties
Melting point 152-153℃
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
Safety Information
MSDS Information
5-Methoxy-3-piperidin-4-yl-1H-indole Usage And Synthesis
UsesRU 23686 free base is a piperidinylindole derivative. RU 23686 free base can be used to investigate the extent to which different neurotransmitters by the interaction with pharmacological agents[1].
Synthesis
5-methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

66611-26-5

5-METHOXY-3-PIPERIDIN-4-YL-1H-INDOLE

52157-82-1

General procedure for the synthesis of 5-methoxy-3-piperidin-4-yl-1H-indole from 5-methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole: Intermediate 36 (47.0 g, 0.21 mol) was dissolved in ethanol (500 mL) and 10% Pd/C catalyst (4 g) was added. The hydrogenation reaction was carried out at atmospheric pressure for 24 hours. After completion of the reaction, the mixture was filtered through diatomaceous earth and the filtrate was concentrated by evaporation to give 5-methoxy-3-piperidin-4-yl-1H-indole (45.54 g, 0.2 mol) as an orange solid in 96% yield. The product was characterized by 1H NMR (CDCl3, 300 MHz): δ 7.4 (d, 1H), 7.3 (bd, 1H), 7.1 (s, 1H), 7.0 (dd, 1H), 4.0 (s, 3H), 3.4 (dd, 2H), 2.9-3.0 (m, 3H), 2.2 (m, 2H), 1.9 (m, 2H).

References[1] Boissier JR, et, al. Pharmacological interactions with circling behaviour induced by the piperidinyl indole derivative RU 23686. Psychopharmacology (Berl). 1977 Nov 24;55(1):53-60. DOI:10.1007/BF00432817
5-Methoxy-3-piperidin-4-yl-1H-indole Preparation Products And Raw materials
Raw materials5-methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-->Hydrogen-->Ethanol
Tag:5-Methoxy-3-piperidin-4-yl-1H-indole(52157-82-1) Related Product Information
6-(trifluoromethyl)-5-methoxyindoline 6-(trifluoromethyl)-5-methoxy-1H-indole 5-Methoxy-3-(piperidin-4-yl)-1H-indole hydrochloride 5-Methoxy-3-(1-methyl-4-piperidinyl)indole 5-Methoxy-3-piperidin-4-yl-1H-indole 3-Piperidin-4-yl-1H-indole tert-Butyl 4-(5-methoxy-1H-indol-3-yl)-1-piperidinecarboxylate