Category: 216309-28-3

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. 216309-28-3, name is 5-((Trimethylsilyl)ethynyl)pyrimidine. A new synthetic method of this compound is introduced below., Recommanded Product: 216309-28-3

b) 5-Ethynyl-pyrimidine; Potassium carbonate (7.38 g, 53.4 mmol) was added in one portion to a stirred solution of 5-trimethylsilanylethynyl-pyrimidine (4.71 g, 26.7 mmol) in methanol (10 ml). The reaction mixture was stirred for 2 hours at room temperature then concentrated in vacuo. The residue was suspended in dichloromethane and the inorganic solids were removed by filtration. The filtrate was concentrated in vacuo to remove ca. 95percent of the solvent to afford 5-ethynyl-pyrimidine as a brown oil in crude form. This material was used in the subsequent Sonogashira reaction without further purification.

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Reference:
Patent; Hebeisen, Paul; Roever, Stephan; US2008/70931; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 216309-28-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 216309-28-3, name is 5-((Trimethylsilyl)ethynyl)pyrimidine, molecular formula is C9H12N2Si, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

S8b) 3,-Dideoxy-3-i4-(l,3-pyrimidin-5-yl)-lH-l,2,3-triazol-l-yll-3,-i4-(3,4,5- trifluorophenyl)-lH-l,2,3-triazol-l-yll-l.,l ‘-sulfanediyl-di-B-D-galactopyranosideIntermediate 1 (92 mg) and 5-[2-(trimethylsilyl)ethynyl]-pyridine (65 mg) was dissolved in MeCN (5 mL, dry) and stirred at r.t. Copper(I) iodide (24 mg) was added followed by Hunig’s base (65 mu) and the mixture was heated to 50 C. After 18 h cesium fluoride (5 mg) was added and the temperature increased to 70 C. After 24 h the mixture was filtered and concentrated. The residue was purified by HPLC (Xterra/MeCN:H20:25 mM NH3). Freezedrying afforded the title compound as a white solid (73 mg). H NMR (400 MHz, Methanol-i4) delta 9.24 (s, 2H), 9.13 (s, 1H), 8.76 (s, 1H), 8.58 (s, 1H), 7.65 – 7.56 (m, 2H), 5.01 – 4.88 (m, 4H), 4.75 (q, J= 10.3 Hz, 2H), 4.17 (dd, J = 8.7, 2.4 Hz, 2H), 3.95 – 3.78 (m, 4H), 3.73 (dd, J= 11.3, 3.5 Hz, 2H). ESI-MS m/z calcd for [C26H28F3N808S]+(M+H)+: 669.16; found: 669.15.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 216309-28-3, 5-((Trimethylsilyl)ethynyl)pyrimidine.

Reference:
Patent; GALECTO BIOTECH AB; ZETTERBERG, Fredrik; NILSSON, Ulf; LEFFLER, Hakon; BRIMERT, Thomas; JOHNSSON, Richard; VERMA, Priya; (71 pag.)WO2016/113335; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 216309-28-3, name is 5-((Trimethylsilyl)ethynyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 216309-28-3

[5-METHYL-3-PYRIMIDIN-5-YL-2- (TRIMETHYLSILYL)-LH-PYRROLOF2, 3-B1PYRIDINE] A mixture of [3-IODO-5-METHYLPYRIDIN-2-AMINE] (2.0 g, 8.64 [MMOL),] bis (triphenylphosphine) palladium (II) chloride [(0. 48] g, 0.58 mmol), [1,] 4-diazabicyclo (2,2, 2) octane (1.66 g, 14.8 [MMOL), 5-[(TRIMETHYLSILYL) ETHYNYL] PYRIMIDINE] (1.97 g, 11.2 mmol) and N, N-dimethylformamide (10 ml) was heated to [110 C] for 16 h. The reaction mixture was evaporated and the crude product was purified by column chromatography (silica gel, ethyl acetate-heptane gradient from 0: 100 to 100: 0) to yield the subtitle compound (0.86 g, 35%). 1H-NMR (400 MHz, DMSO-d6) : [8] 11.75 (s, 1H), 9.40 (s, 1H), 8.83 (s, 2H), 8.16 (d, [J] 1. 7 Hz, 1H), 7.64-7. 62 (m, [1H),] 2.34 (s, 3H), 0.44 (s, 9H). APCI-MS m/z: 283.2 [[MH+].]

With the rapid development of chemical substances, we look forward to future research findings about 216309-28-3.

Reference:
Patent; ASTRAZENECA AB; WO2004/16609; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 216309-28-3 ,Some common heterocyclic compound, 216309-28-3, molecular formula is C9H12N2Si, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

b) 5-Ethynyl-pyrimidine; Potassium carbonate (7.38 g, 53.4 mmol) was added in one portion to a stirred solution of 5-trimethylsilanylethynyl-pyrimidine (4.71 g, 26.7 mmol) in methanol (10 ml). The reaction mixture was stirred for 2 hours at room temperature then concentrated in vacuo. The residue was suspended in dichloromethane and the inorganic solids were removed by filtration. The filtrate was concentrated in vacuo to remove ca. 95% of the solvent to afford 5-ethynyl-pyrimidine as a brown oil in crude form. This material was used in the subsequent Sonogashira reaction without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,216309-28-3, its application will become more common.

Reference:
Patent; Hebeisen, Paul; Roever, Stephan; US2008/70931; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 216309-28-3 , The common heterocyclic compound, 216309-28-3, name is 5-((Trimethylsilyl)ethynyl)pyrimidine, molecular formula is C9H12N2Si, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

(8S,9S)-9-epi-Azido-9-dehydroxy quinine (1.045 g, 3.0 mmol)was dissolved in a mixture of tert-butanol and water (12 mL, 1:1,v/v), and 2-(TMS-ethynyl)-pyrimidine (631 mg, 3.58 mmol,1.2 equiv) was added. Then pyridine (0.25 mL, 3.1 mmol,1.0 equiv), CuSO4.5H2O (290 mg, 1.25 mmol 0.4 equiv), sodiumascorbate (494 mg, 2.49 mmol, 0.8 equiv) and K2CO3 (806 mg,5.83 mmol, 1.9 equiv) were added. The suspension was stirred atroom temperature for 3 days. Then saturated aqueous Na2S solutionwas added and the mixture stirred for an additional 0.5 h,while dark brown precipitate formed. The mixture was filteredthrough Celite and washed with CH2Cl2. The filtrate was washedwith water, dried over Na2SO4 and evaporated. Chromatographyon silica gel (CHCl3/MeOH, 10:1 v/v.) gave white crystalline solid(1.233 g, 91%). M.p.: 248.53-250.7 C, [a]D21 = -182 (c 0.91, CH2Cl2).1H NMR (600 MHz, CDCl3) delta 8.81 (d, J = 4.4 Hz, 1H), 8.69 (d,J = 4.7 Hz, 2H), 8.15 (s, 1H), 7.99 (d, J = 9.1 Hz, 1H), 7.603-7.57(m, 1H), 7.50 (d, J = 4.7 Hz, 1H), 7.34 (dd, J = 9.1, 2.2 Hz, 1H), 7.11(t, J = 4.9 Hz, 1H), 6.51 (d, J = 11.3 Hz, 1H), 5.91 (ddd, J = 17.5,10.7, 6.9 Hz, 1H), 5.08 (d, J = 9.4 Hz, 1H), 5.06 (d, J = 18.2 Hz, 1H),3.94 (s, 3H), 3.933-3.88 (m, 1H), 3.493-3.42 (m, 1H), 3.14 (dd,J = 14.0, 10.1 Hz, 1H), 2.74 (dd, J = 14.3, 4.1 Hz, 1H), 2.713-2.65(m, 1H), 2.343-2.27 (m, 1H), 1.96 (t, J = 11.9 Hz, 1H), 1.793-1.76(m, 1H), 1.653-1.54 (m, 2H), 0.94 (dd, J = 14.1, 7.1 Hz, 1H)(Fig. S8a, SI).13C NMR (151 MHz, CDCl3) delta 159.1, 158.8, 157.4, 147.3, 147.2,145.1, 141.4, 138.8, 132.0, 128.2, 123.4, 122.6, 119.5, 119.2,114.8, 100.8, 61.0, 58.0, 56.1, 55.9, 41.1, 39.1, 27.74, 27.72, 27.70(Fig. S8a, SI).HRMS (ESI) Calc. for [C26H27N7O+H]+: 454.2350, found:454.2353 (Fig. S5, SI).

The synthetic route of 216309-28-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ga??zowska; Boraty?ski; Kowalczyk; Lipke; Czapor-Irzabek; Polyhedron; vol. 121; (2017); p. 1 – 8;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 216309-28-3 ,Some common heterocyclic compound, 216309-28-3, molecular formula is C9H12N2Si, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

b) 5-Ethynyl-pyrimidine; Potassium carbonate (7.38 g, 53.4 mmol) was added in one portion to a stirred solution of 5-trimethylsilanylethynyl-pyrimidine (4.71 g, 26.7 mmol) in methanol (10 ml). The reaction mixture was stirred for 2 hours at room temperature then concentrated in vacuo. The residue was suspended in dichloromethane and the inorganic solids were removed by filtration. The filtrate was concentrated in vacuo to remove ca. 95% of the solvent to afford 5-ethynyl-pyrimidine as a brown oil in crude form. This material was used in the subsequent Sonogashira reaction without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,216309-28-3, its application will become more common.

Reference:
Patent; Hebeisen, Paul; Roever, Stephan; US2008/70931; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia