| Identification | Back Directory | [Name]
(5-CYANOPYRIDIN-3-YL)-METHANOL | [CAS]
135124-71-9 | [Synonyms]
(5-CYANOPYRIDIN-3-YL)-METHANOL
5-(hydroxymethyl)nicotinitrile
5-(hydroxyMethyl)nicotinonitrile
5-(hydroxyMethyl)-3-Pyridinecarbonitrile
5-(hydroxymethyl)pyridine-3-carbonitrile
3-Pyridinecarbonitrile, 5-(hydroxymethyl)-
3-Pyridinecarbonitrile,5-(hydroxymethyl)-(9CI) | [EINECS(EC#)]
604-604-1 | [Molecular Formula]
C7H6N2O | [MDL Number]
MFCD07367899 | [MOL File]
135124-71-9.mol | [Molecular Weight]
134.14 |
| Chemical Properties | Back Directory | [Boiling point ]
315.0±27.0 °C(Predicted) | [density ]
1.25±0.1 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [pka]
13.26±0.10(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C7H6N2O/c8-2-6-1-7(5-10)4-9-3-6/h1,3-4,10H,5H2 | [InChIKey]
MNMDVGJZONSKMO-UHFFFAOYSA-N | [SMILES]
C1=NC=C(CO)C=C1C#N | [CAS DataBase Reference]
135124-71-9 |
| Questions And Answer | Back Directory | [Application]
(5-Cyanopyridin-3-yl)-methanol is a pharmaceutical intermediate that can be prepared from 5-bromonicotinonitrile through a three-step reaction and can be used in laboratory research and development processes and chemical production processes. |
| Hazard Information | Back Directory | [Synthesis]
Add lithium aluminum hydride (1.0M in THF; 1.5mL, 1.5mmol, 0.5equiv) over a period of 3 min to a solution of 5-cyano-nicotinic acid methyl ester (479mg, 2.95mmol, 1 equiv) in anhydr THF (15mL) and cool to -78°C After 1h while still at -78°C, quench the reaction with H2O (60μL), 5M aq NaOH (60μL), and more H2O (180μL). Filter the reaction mixture through paper. Rotary evaporate the filtrate (40°C) to give 369mg of material as a yellow solid. Transfer this material to a column of silica gel (130mm x 25mmdia.) and elute (2% MeOH/CH2Cl2) to yield 180mg of a mixture of ester, hemiacetal, and aldehyde as a yellow solid and 45mg (11%) of 5-hydroxymethyl-nicotinonitrile as a yellow solid. MS (m/e): 163.07 (M+1).
| [References]
[1] Patent: US2018/65917, 2018, A1. Location in patent: Paragraph 0377 |
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