ethyl 2-phenylpyrimidine-5-carboxylate
- Product Name
- ethyl 2-phenylpyrimidine-5-carboxylate
- CAS No.
- 85386-14-7
- Chemical Name
- ethyl 2-phenylpyrimidine-5-carboxylate
- Synonyms
- 5-Carbethoxy-2-phenylpyrimidine;Ethyl 2-phenyl-5-pyrimidinecarboxylate;ethyl 2-phenylpyrimidine-5-carboxylate;2-PHENYL-5-PYRIMIDINECARBOXYLIC ACID ETHYL ESTER;5-Pyrimidinecarboxylic acid, 2-phenyl-, ethyl ester;ethyl 2-phenylpyrimidine-5-carboxylate ISO 9001：2015 REACH
- CBNumber
- CB21079700
- Molecular Formula
- C13H12N2O2
- Formula Weight
- 228.25
- MOL File
- 85386-14-7.mol
ethyl 2-phenylpyrimidine-5-carboxylate Property
- Melting point:
- 93-95 °C
- Boiling point:
- 297.7±23.0 °C(Predicted)
- Density
- 1.167
- storage temp.
- Sealed in dry,Room Temperature
- pka
- -0.60±0.22(Predicted)
- Appearance
- White to off-white Solid
Safety
- HazardClass
- IRRITANT
N-Bromosuccinimide Price
- Product number
- 3246AC
- Product name
- Ethyl2-phenylpyrimidine-5-carboxylate
- Packaging
- 250mg
- Price
- $177
- Updated
- 2021/12/16
- Product number
- 058656
- Product name
- Ethyl 2-phenylpyrimidine-5-carboxylate
- Purity
- >95%
- Packaging
- 500mg
- Price
- $261
- Updated
- 2021/12/16
- Product number
- 058656
- Product name
- Ethyl 2-phenylpyrimidine-5-carboxylate
- Purity
- >95%
- Packaging
- 1g
- Price
- $327
- Updated
- 2021/12/16
- Product number
- CHM0097262
- Product name
- ETHYL 2-PHENYLPYRIMIDINE-5-CARBOXYLATE
- Purity
- 95.00%
- Packaging
- 500MG
- Price
- $720.84
- Updated
- 2021/12/16
- Product number
- CHM0097262
- Product name
- ETHYL 2-PHENYLPYRIMIDINE-5-CARBOXYLATE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $771.89
- Updated
- 2021/12/16
ethyl 2-phenylpyrimidine-5-carboxylate Chemical Properties,Usage,Production
Synthesis
24755-82-6
85386-14-7
General procedure for the synthesis of ethyl 2-phenylpyrimidine-5-carboxylate from ethyl 4-chloro-2-phenylpyrimidine-5-carboxylate: Under argon protection, anhydrous ethanol (5 mL), sodium metal (0.426 g, 18.5 mmol), benzylcarbamidine hydrochloride (2.90 g, 18.5 mmol), and diethyl 2-(ethoxymethylene)malonate were added sequentially to a round-bottomed flask ( 4.0 g, 18.5 mmol). The reaction mixture was stirred at room temperature for 9 h and subsequently poured into ice water. The precipitate was collected by filtration, washed with cold water and recrystallized in a solvent mixture of EtOH-MeOH-CHCl3 (1:1:1, 45 mL) to afford ethyl 4-hydroxy-2-phenylpyrimidine-5-carboxylate (8) as a white crystalline solid in 50% yield. Compound 8 (1.2 g, 4.91 mmol) was refluxed with POCl3 (9.8 g, 63.9 mmol) at 100 °C for 1 hour. Upon completion of the reaction, the excess POCl3 was removed in vacuum, the reaction mixture was poured into ice water, filtered and washed with cold water to afford chloride 9 as a white amorphous solid in 98% yield. Subsequently, chloride 9 was stirred with zinc powder (0.176 g, 2.69 mmol, 4 eq.) in anhydrous THF (2 mL) at 60 °C for 1 h. Then 5 drops of acetic acid were added. After continued stirring at 60 °C for 23 h, the reaction mixture was cooled to room temperature, CH2Cl2 (3 mL) was added, filtered and the solvent was evaporated. Purification by silica gel column chromatography (n-hexane-EtOAc, 0.6%) afforded ethyl 2-phenylpyrimidine-5-carboxylate as a white crystalline solid in 50% yield.
References
[1] Molecules, 2013, vol. 18, # 10, p. 11683 - 11704
[2] Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1983, vol. 32, # 2, p. 265 - 270
[3] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1983, # 2, p. 299 - 304
ethyl 2-phenylpyrimidine-5-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
ethyl 2-phenylpyrimidine-5-carboxylate Suppliers
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View Lastest Price from ethyl 2-phenylpyrimidine-5-carboxylate manufacturers
- Product
- ethyl 2-phenylpyrimidine-5-carboxylate 85386-14-7
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons Min
- Release date
- 2021-12-17