| Identification | Back Directory | [Name]
2-METHYL-4-HYDROXYMETHYLPYRIDINE | [CAS]
105250-16-6 | [Synonyms]
(2-Methyl-4-pyridyl)methanol
4-Pyridinemethanol, 2-methyl-
(2-methyl-4-pyridinyl)methanol
(2-Methylpyridin-4-yl)methanol
2-METHYL-4-HYDROXYMETHYLPYRIDINE
4-Pyridinemethanol,2-methyl-(9CI)
4-(Hydroxymethyl)-2-methylpyridine
2-METHYL-4-HYDROXYMETHYLPYRIDINE ISO 9001：2015 REACH
(2-Methylpyridin-4-yl)methanol, 4-(Hydroxymethyl)-2-picoline | [Molecular Formula]
C7H9NO | [MDL Number]
MFCD08062415 | [MOL File]
105250-16-6.mol | [Molecular Weight]
123.15 |
| Chemical Properties | Back Directory | [Boiling point ]
131-140 °C(Press: 4 Torr) | [density ]
1.092±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
powder | [pka]
13.46±0.10(Predicted) | [color ]
Pale yellow |
| Hazard Information | Back Directory | [Synthesis Reference(s)]
Synthesis, p. 483, 2002 DOI: 10.1055/s-2002-20960 | [Synthesis]
General procedure for the synthesis of 2-methyl-4-hydroxymethylpyridine from (2-chloro-6-methylpyridin-4-yl)methanol: In a variant of the method described above, 2-chloro-6-methylpyridine-4-carboxylic acid, palladium catalyst (0.20 g, 10 mol% loaded on carbon), ethyl acetate (45 mL) and triethylamine (2.8 mL, 20 mmol) were mixed. The reaction mixture was placed under a hydrogen atmosphere at 1 atmosphere for 21 hours. Subsequently, additional Pearlman catalyst (0.2 g) was added and the reaction continued to be stirred for 5 hours under a hydrogen atmosphere to achieve dechlorination. Upon completion of the reaction, the mixture was filtered through a diatomaceous earth pad and the filtrate was concentrated. Purification by column chromatography (eluent ratio 5:95 methanol:dichloromethane) afforded (2-methylpyridin-4-yl)methanol (1.48 g, 88% yield). The obtained (2-methylpyridin-4-yl)methanol can be used to prepare 2-amino-3-(2-methylpyridin-4-yl)propionitrile, and 1-methyl-1H-indol-2-one carboxylic acid ((1S,2R)-2-{[cyano -(2-methylpyridin-4-ylmethyl)-methyl]-carbamoyl}-cyclohexyl)amide obtained by the method described above (186 mg, yield 62%). Results of mass spectrometry analysis: m/z 444 (M+H). | [References]
[1] Patent: US2004/77646, 2004, A1. Location in patent: Page 116 |
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