Category: 356058-42-9

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 356058-42-9, name is 2-(2-((4-Fluorobenzyl)thio)-4-oxo-4,5,6,7-tetrahydro-1H-cyclopenta[d]pyrimidin-1-yl)acetic acid. A new synthetic method of this compound is introduced below., Computed Properties of C16H15FN2O3S

Amine 8 (1 eq, 52 mg) and acid 12′ (1 eq, 50 mg) were dissolved in DMF (1 mL) then stirred with DIPEA (2 eq, 52 mu) for 10 min at rt. The reaction was then cooled with an ice bath to 0C and COMU (1 eq, 64 mg) was added. The mixture was stirred at 0C for lh then the bath was removed and the reaction was allowed to reach rt and continued for 5h. The compound was extracted using EtOAc three times (5 mL x 3). The combined organic layers were then washed several times with saturated NaHC03 until washing solution was colourless. The resulting organic solution was dried, filtered and evaporated. The product was then purified using column chromatography on silica gel DCM/MeOH (90/10) (Rf = 0.2) as a pale yellow solid (65 mg, 65%). 1H NMR (600 MHz, CDC13) Mix of rotamers ratio (1/1) delta 7.69 (d, J = 7.9 Hz, 2H), 7.62 (d, J = 7.9 Hz, 1H), 7.56 (d, J = 6.7 Hz, 1H), 7.46 (m, 2H), 7.37-7.26 (m, 4H), 6.96 (t, J = 7.4 Hz, 1H), 6.89 (t, J = 7.4 Hz, 1H), 4.95 (s, 1H), 4.69 (m, 3H), 4.50 (s, 1H), 4.40 (s, 1H), 3.64 (m, 1H), 3.30 (m, 1H), 2.88 (m, 1H), 2.81 (t, J = 6.7 Hz, 1H), 2.76 (t, J = 6.7 Hz, 4H), 2.59 (t, J = 7.1Hz, 2H), 2.51 (q, J = 7.0 Hz, 2H), 2.11 (quint, J = 7.4 Hz, 1H), 2.05 (quint, J = 7.4 Hz, 1H), 1.10 (t, J = 7.1Hz, 3H), 0.98 (t, J = 7.1Hz, 3H). 13C-NMR (CDC13, 150 MHz) Mix of rotamers delta: 167.5, 166.5, 162.2 (d, JCF = 240 Hz), 161.4, 161.3, 156.8, 156.5, 144.1, 143.6, 139.8, 139.3, 136.8, 135.4, 131.5 (d, JCF = 3 Hz), 131.2 (d, JCF = 9 Hz), 131.1 (d, JCF = 3 Hz), 129.8 (m), 128.8, 128.0 (m), 127.7 (m), 127.4, 127.3, 127.2, 125.9 (m), 124.4 (m), 121.3, 121.2, 115.7 (d, JCF = 23 Hz), 115.6 (d, JCF = 23 Hz), 51.4, 50.4, 50.3, 50.1, 49.2, 47.8, 47.3, 46.1, 36.6, 36.5, 32.1, 32.0, 28.5, 28.4, 20.9, 20.8, 11.8;

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 356058-42-9, 2-(2-((4-Fluorobenzyl)thio)-4-oxo-4,5,6,7-tetrahydro-1H-cyclopenta[d]pyrimidin-1-yl)acetic acid.

Reference:
Patent; INSERM (INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE); UNIVERSITE DE LA REUNION; MEILHAC, Olivier; JESTIN, Emmanuelle; GUIBBAL, Florian; BENARD, Sebastien; (80 pag.)WO2019/63634; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 356058-42-9, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.356058-42-9, name is 2-(2-((4-Fluorobenzyl)thio)-4-oxo-4,5,6,7-tetrahydro-1H-cyclopenta[d]pyrimidin-1-yl)acetic acid, molecular formula is C16H15FN2O3S, molecular weight is 334.3653, as common compound, the synthetic route is as follows.

To an ice cold suspension ofintermediateA4 (2.0 g, 1 equiv) in dichloromethane (15 ml) (wherein a drying tube was used to insulate moisture) were added thionyl chloride (0.47 ml) and DMF (2 drops, catalyst). The mixture was stirred for 0.5 h to get a brown clear solution and then added slowly to a flask containing strong aqua (20 ml) over 10 mm in an ice bath with vigorous stirring. The solid thus formed was collected by filtration, washed to white with water and ethanol, and then dried in vacuo to give the title compound(1.0 g). MS (ESI): 334 (M+H).

Statistics shows that 356058-42-9 is playing an increasingly important role. we look forward to future research findings about 2-(2-((4-Fluorobenzyl)thio)-4-oxo-4,5,6,7-tetrahydro-1H-cyclopenta[d]pyrimidin-1-yl)acetic acid.

Reference:
Patent; Shen, Jianhua; Wang, Yiping; Wang, Kai; US2014/171431; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia