Name | 2-CHLORO-5-PHENYL-PYRIMIDINE |
Synonyms | 2-CHLORO-5-PHENYL-PYRIMIDINE 2-Chloro-5-phenyl-pyridimine PyriMidine,2-chloro-5-phenyl- |
CAS | 22536-62-5 |
EINECS | 200-589-5 |
Molecular Formula | C10H7ClN2 |
Molar Mass | 190.63 |
Density | 1.245±0.06 g/cm3(Predicted) |
Melting Point | 131-133 °C |
Boling Point | 369.9±21.0 °C(Predicted) |
pKa | -1.71±0.22(Predicted) |
Storage Condition | under inert gas (nitrogen or Argon) at 2-8°C |
Raw Materials | 1-Methyl-5-phenyl-2(1H)-pyrimidinone 5-PhenylpyriMidin-2(1H)-one NA PHENYLMAGNESIUM CHLORIDE Phenylboronic acid TRIBUTYLPHENYLTIN Benzene 5-Bromo-2-chloropyrimidine |
application
2-chloro-5-phenylpyrimidine can be used as an intermediate in organic synthesis. It can be prepared by reacting 5-bromo-2-chloropyrimidine with Ph3In as the reaction raw material; it can also be prepared by reacting 5-bromo-2-chloropyrimidine with Phenylboronic acid is prepared by Suzuki reaction.
Preparation
Ph3In(0.20mmol) was added to the anhydrous THF solution of 5-bromo-2-chloropyrimidine (0.50mmol) and Pd(PPh3)4(0.025mmol), and the mixture was refluxed until the raw materials were exhausted. Add a few drops of MeOH to quench the reaction, vacuum concentrate the mixture, and add Et2O(25mL). The organic phase is washed, dried, filtered and vacuum concentrated with aqueous HCl (5%,15mL), aqueous saturated NH4Cl (15mL) and saline (15mL). After the residue is purified by rapid chromatography, concentrated and dried in high vacuum, the corresponding cross-coupled product 2-chloro-5-phenylpyrimidine is obtained.
Application | 2-chloro-5-phenylpyrimidine can be used as an intermediate in organic synthesis, it can be prepared by reacting 5-bromo-2-chloropyrimidine with Ph 3in as a reaction raw material; It can also be prepared by reacting 5-bromo-2-chloropyrimidine with Phenylboronic acid by Suzuki reaction. |
preparation | to 5-bromo-2-chloropyrimidine (0.50mmol) and Pd(PPh3) to a solution of 4(0.025mmol) in anhydrous THF, PH 3in (0.20mmol) was added and the mixture was refluxed until the starting material was consumed. The reaction was quenched by the addition of a few drops of MeOH, the mixture was concentrated in vacuo, and Et2O(25ml) was added. The organic phase was washed successively with aqueous HCl (5%,15ml), saturated aqueous NH4Cl (15ml) and brine (15ml), dried, filtered and concentrated in vacuo. The residue was purified by flash chromatography, concentrated and dried under high vacuum to give the corresponding cross-coupling product, 2-chloro-5-phenylpyrimidine. |