4-CHLORO-PYRIMIDINE-5-CARBOXYLIC ACID ETHYL ESTER
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4-CHLORO-PYRIMIDINE-5-CARBOXYLIC ACID ETHYL ESTER
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CAS No:
41103-17-7
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Formula:
C7H7ClN2O2
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Chemical Name:
4-CHLORO-PYRIMIDINE-5-CARBOXYLIC ACID ETHYL ESTER
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Synonyms:
4-CHLORO-PYRIMIDINE-5-CARBOXYLIC ACID ETHYL ESTER;ETHYL 4-CHLOROPYRIMIDINE-5-CARBOXYLATE;5-Pyrimidinecarboxylic acid, 4-chloro-, ethyl ester
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CAS No:
4-CHLORO-PYRIMIDINE-5-CARBOXYLIC ACID ETHYL ESTER Use and Manufacturing
Ethyl 4-hydroxypyrimidine-5-carboxylate (380 mg, 2.26 mmol) was dissolved in THF (5 mL) and treated with thionyl chloride (1.65 ml, 22.6 mmol). The solution was heated to reflux for 4 h and then concentrated in vacuo, yielding 417 mg (99percent) of the crude product. This material was used without purification or characterization.Ethyl 4-hydroxypyπmιdιne-5-carboxylate (380 mg, 2.26 mmol) was dissolved in THF (5 mL) and treated with thionyl chloride (1.65 ml, 22.6 mmol). The solution was heated to reflux for 4 h and then concentrated in vacuo, yielding 417 mg (99percent) of the crude product This material was used without purification or characterizationEthyl 4-hydroxypyrimidine-5-carboxylate (380 mg, 2.26 mmol) was dissolved in THF (5 mL) and treated with thionyl chloride (1.65 ml, 22.6 mmol). The solution was heated to reflux for 4 h and then concentrated in vacuo, yielding 417 mg (99percent) of the crude product. This material was used without purification or characterization.2 g of the compound obtained in step 1) above was dissolved in 3.5 mL of phosphorus oxychloride, and 18 mL of thionylchloride and 50 \ih of dimethylformamide were added thereto. The mixture was stirred at 120°C under reflux for 5 hours. After the reaction was completed, the reaction mixture was distilled under a reduced pressure. 50 mL of toluene was added to the residue, the resulting residue was distilled under a reduced pressure (repeated twice) and the resulting solid was dried to obtain the title compound (2.1 g, yield: 95percent).1H-NMR (300MHz, DMSO-dTo a suspension of ethyl 4-hydroxy-pyrimidine-5-carboxylate (3.0g, 17.6 mmol) in toluene (35ml) was added diisopropylethylamine (3.4 ml, 19.6mmol) and phosphorous oxychloride (1.8 ml, 19.6 mmol) dropwise under a nitrogen atmosphere. The reaction mixture was heated to 70At 25 C, The compound
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4-CHLORO-PYRIMIDINE-5-CARBOXYLIC ACID ETHYL ESTER
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