4-(3-Pyridyl)-1-butanol

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4-(3-Pyridyl)-1-butanol Basic information
Product Name:4-(3-Pyridyl)-1-butanol
Synonyms:4-(3-Pyridyl)-1-butanol;3-Pyridinebutanol;4-(Pyridin-3-yl)butan-1-ol
CAS:60753-14-2
MF:C9H13NO
MW:151.21
EINECS:
Product Categories:
Mol File:60753-14-2.mol
4-(3-Pyridyl)-1-butanol Structure
4-(3-Pyridyl)-1-butanol Chemical Properties
Boiling point 115-125 °C(Press: 0.5 Torr)
density 1.035±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
pka15.10±0.10(Predicted)
AppearanceColorless to light yellow Liquid
Safety Information
HS Code 2933399990
MSDS Information
4-(3-Pyridyl)-1-butanol Usage And Synthesis
Synthesis
3-Butyn-1-ol, 4-(3-pyridinyl)- (9CI)

138487-20-4

4-(3-Pyridyl)-1-butanol

60753-14-2

General procedure for the synthesis of 4-(3-pyridinyl)-1-butyn-1-ol from 4-(3-pyridinyl)-3-butyn-1-ol: 4-(3-pyridinyl)-3-butyn-1-ol (0.32 g, 2.2 mmol) was dissolved in EtOH (44 mL) and passed through a H-Cubeflow hydrogenation reactor fitted with 10% Pd/C catalyst to carry out the hydrogenation reaction (flow rate : 1.0 mL/min; pressure: 1.0 bar; temperature: 3.5°C). After completion of the reaction, the output solution was concentrated to dryness to give an oily residue (0.31 g). Purification by conventional silica gel fast chromatography (eluent: CH2Cl2/MeOH, 95:5) afforded pure 4-(3-pyridyl)-1-butanol (0.294 g, 89% yield) as a colorless liquid. rf = 1.16 mm. m/z MS (ESI) m/z: 152 [M-H]-. 1H NMR (DMSO-d6) δ: 8.43 (m. 1H), 8.38 (dd, 1H, J = 4.8, 1.5 Hz), 7.61 (dt, 1H, J = 7.8, 2.1 Hz), 7.30 (dd, 1H, J = 7.8, 4.8 Hz), 4.37 (t, 1H, J = 5.2 Hz), 3.41 (q, 2H, J = 5.2 Hz), 2.59 (t, 2H, J = 7.7 Hz), 1.64-1.55 (m, 2H), 1.47-1.38 (m, 2H).

References[1] Journal of Medicinal Chemistry, 2017, vol. 60, # 6, p. 2573 - 2590
[2] Patent: WO2014/144836, 2014, A2. Location in patent: Paragraph 0614; 0615
[3] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 8, p. 1077 - 1080
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