ChemicalBook--->CAS DataBase List--->34953-87-2

34953-87-2

34953-87-2 Structure

34953-87-2 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P280-P301+P312-P302+P352-P305+P351+P338
Hazard InformationBack 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.
synthesis of (2-chloropyrimidin-4-yl)methanol
Spectrum DetailBack Directory
[Spectrum Detail]

4-Pyrimidinemethanol, 2-chloro- (9CI)(34953-87-2)1HNMR
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