| Identification | Back Directory | [Name]
4-Pyrimidinemethanol, 2-chloro- (9CI) | [CAS]
34953-87-2 | [Synonyms]
2-Chloropyrimidine-4-methanol
4-Pyrimidinemethanol, 2-chloro-
(2-chloropyrimidin-4-yl)methanol
(2-chloro-4-pyrimidinyl)methanol
4-Pyrimidinemethanol, 2-chloro- (9CI) | [EINECS(EC#)]
233-305-4 | [Molecular Formula]
C5H5ClN2O | [MOL File]
34953-87-2.mol | [Molecular Weight]
144.56 |
| Chemical Properties | Back Directory | [Boiling point ]
341.8±17.0 °C(Predicted) | [density ]
1.422±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C, stored under nitrogen | [pka]
13.05±0.10(Predicted) | [Appearance]
White to yellow Solid | [InChI]
InChI=1S/C5H5ClN2O/c6-5-7-2-1-4(3-9)8-5/h1-2,9H,3H2 | [InChIKey]
POXLTMBMLWQOQG-UHFFFAOYSA-N | [SMILES]
C1(Cl)=NC=CC(CO)=N1 |
| Hazard Information | Back Directory | [Chemical Properties]
yellow solid | [Uses]
(2-Chloropyrimidin-4-yl)methanol is a heterocyclic compound containing reactive chlorine and hydroxyl functional groups. It can be used as a pharmaceutical intermediate in the preparation of active substances such as MCL-1 inhibitors. | [Synthesis]
The method for the synthesis of (2-chloropyrimidin-4-yl)methanol is as follows: To a solution of 2-chloropyrimidine-4-carboxylic (isobutyl carbonic) anhydride (16.3 g, 63.0 mmol) in Tetrahydrofuran (200 mL) and water (20 mL) was added sodium borohydride (4.7 g, 124.8 mmol) at 0 °C dropwise. Then the mixture was stirred at 0 °C for 1 hour. The reaction mixture was quenched with aqueous NH4Cl (20 mL) and diluted with water (100 mL), extracted with ethyl acetate (100 mL x 2), washed with brine (50 mL x 2), dried over Na2SO4, filtered and concentrated to residue which was purified by silica gel chromatography (solvent gradient: 0- 50% ethyl acetate in petroleum ether) to afford (2-chloropyrimidin-4-yl)methanol (3 g, 33% yield) as a yellow solid.
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