| Identification | More | [Name]
5-Pyrimidinemethanol | [CAS]
25193-95-7 | [Synonyms]
5-(HYDROXYMETHYL)PYRIMIDINE
5-pyrimidinemethanol
PYRIMIDIN-5-YLMETHANOL
RARECHEM AK ML 0566
5-Pyrimidinemethanol (7CI,9CI)
(PYRIMIDIN-5-YL)METHANOL,PURITY:95% MIN(HPLC) | [Molecular Formula]
C5H6N2O | [MDL Number]
MFCD03789623 | [Molecular Weight]
110.11 | [MOL File]
25193-95-7.mol |
| Hazard Information | Back Directory | [Uses]
5-?Pyrimidinemethanol is a reagent used in the synthesis of melanin-concentrating hormone receptor 1 antagonists.Also used in the preparation of annulated 5-aryl-substituted pyridines. | [Synthesis]
Step 3. Synthesis of 5-pyrimidinemethanol. 5-Pyrimidinecarboxaldehyde (2 g, 18.50 mmol, 1.00 eq.) and sodium borohydride (2 g) were dissolved in methanol (100 mL) and the reaction was stirred for 30 min at 0-10 °C. Upon completion of the reaction, the solvent was removed by vacuum concentration and the resulting residue was purified by silica gel column chromatography with dichloromethane/methanol (50:1, v/v) as eluent to give 1.2 g (59% yield) of the target compound 5-pyrimidine methanol as a light yellow solid. Mass spectrometry result: m/z = 111.0 [M + H]+. | [References]
[1] Patent: WO2013/130935, 2013, A1. Location in patent: Paragraph 0218
[2] Patent: WO2013/19621, 2013, A1. Location in patent: Page/Page column 41
[3] Journal of Organic Chemistry, 2000, vol. 65, # 26, p. 9261 - 9264
[4] Patent: WO2009/45381, 2009, A1. Location in patent: Page/Page column 29-30
[5] Patent: WO2009/45386, 2009, A1. Location in patent: Page/Page column 32-33 |
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