5-(4-FLUOROPHENYL)-3H-THIENO[2,3-D]PYRIMIDIN-4-ONE synthesis

4synthesis methods

Product Name:5-(4-FLUOROPHENYL)-3H-THIENO[2,3-D]PYRIMIDIN-4-ONE
CAS Number:35978-37-1
Molecular formula:C12H7FN2OS
Molecular Weight:246.26

64-18-6 Synthesis

64-18-6
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3-Thiophenecarbonitrile, 2-amino-4-(4-fluorophenyl)-

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5-(4-FLUOROPHENYL)-3H-THIENO[2,3-D]PYRIMIDIN-4-ONE

35978-37-1
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Yield:35978-37-1 81.8%

Reaction Conditions:

with acetic anhydride at 110; for 36 h;Inert atmosphere;

Steps:

4.1.1.3. Preparation of 5-(4-fluorophenyl)thieno[2,3-d]pyrimidin-4(3H)-one (3i)

A mixture of 2-amino-4-(4-fluorophenyl)thiophene-3-carbonitrile (210 mg, 0.96 mmol), formic acid (8 mL) and acetic anhydride (8 mL) was heated at 110 °C for 36 h. The solvent was removed under reduced pressure and the residue was purified by chromatography on silica gel to afford the title compound 3i (171 mg, 81.8%) as a white solid. ¹H NMR (300 MHz, CDCl₃ + CD₃OD) δ: 7.02 (t, J = 9.0 Hz, 2H), 7.09 (s, 1H), 7.45 (t, J = 9.0 Hz, 2H), 7.86 (s, 1H).

References:

Zhao, Ailing;Gao, Xin;Wang, Yuanxiang;Ai, Jing;Wang, Ying;Chen, Yi;Geng, Meiyu;Zhang, Ao [Bioorganic and Medicinal Chemistry,2011,vol. 19,# 13,p. 3906 - 3918] Location in patent:experimental part

60100-09-6
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ETHYL 2-AMINO-4-(4-FLUOROPHENYL)THIOPHENE-3-CARBOXYLATE

35978-33-7
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35978-37-1
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References

403-42-9 Synthesis

403-42-9
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35978-37-1
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References

Propanedinitrile, 2-[1-(4-fluorophenyl)ethylidene]-

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35978-37-1
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References