78342-42-4 Archives

S News Introduction of a new synthetic route about 78342-42-4

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.

Adding a certain compound to certain chemical reactions, such as: 78342-42-4, name is (S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine, belongs to pyrazines compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 78342-42-4, Recommanded Product: (S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine

INTERMEDIATE 2; (3R)-3-f (l, 1-Dimethylethoxycarbonyl) aminol-4-r2-fluoro-4- (trifluoromethyl) phenyll- butanoic acid; Step A. (2R, 5S)-2, 5-Dihydro-3 6-dimethoxy-2-(2′-fluoro-4′- (trifluoromethyl) benzyl)-5-isopropylpyrazine ; To a solution of 3.32 g (18 mmol) of commercially available (2S)-2, 5- dihydro-3,6-dimethoxy-2-isopropylpyrazine in 100 mL of tetrahydrofuran at-70 °C was added 12 mL (19 mmol) of a 1.6M solution of butyllithium in hexanes. After stirring at this temperature for 20 min, 5 g (19.5 mmol) of 2-fluoro-4- trifluoromethylbenzyl bromide in 20 mL of tetrahydrofuran was added and stirring was continued for 3 h before warming the reaction to ambient temperature. The reaction was quenched with water, concentrated in vacuo, and extracted with ethyl acetate. The combined organic phase was washed with brine, dried, and concentrated in vacuo. Purification by flash chromatography (silica gel, 0-5percent ethyl acetate in hexanes) afforded 5.5 g of the title compound. 1H NMR (500 MHz, CDC13) 6 7.33- 7.25 (m, 3H), 4.35-4. 31 (m, 1H), 3.75 (s, 3H), 3.65 (s, 3H), 3.60 (t, 1H, J = 3.4 Hz), 3.33 (dd, 1H, J = 4.6, 13.5 Hz), 3.03 (dd, 1H, J = 7,13. 5 Hz), 2.25-2. 15 (m, 1H), 1.0 (d, 3H, J = 7 Hz), 0.66 (d, 3H, J = 7 Hz).

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.

Reference:
Patent; MERCK & CO., INC.; WO2003/82817; (2003); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

9/9/2021 News Extracurricular laboratory: Synthetic route of 78342-42-4

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, (S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine, other downstream synthetic routes, hurry up and to see.

To a solution of (25)-3,6-dimethoxy-2-(propan-2-yl)-2,5-dihydropyrazine (1.84 g, 9.99 mmol) in THF (50 mL) was added n-BuLi (6.0 mL, 2.5M in n-hexane) at -78 °C. The resulting solution was stirred for 30 mm at -78 °C. To this was added benzyl 4-[4-(bromomethyl)-2,3,5,6- tetrafluorophenyl]piperazine-1-carboxylate (4.60 g, 9.97 mmol) at -78 °C. The resulting solution was stirred for 2h at -78 °C. The reaction was then quenched by the addition of NH4C1 (sat., aq.) (40 mL). The resulting mixture was extracted with ethyl acetate (3 x 30 mL). The organic layers were combined, washed with brine (3 x 30 mL), dried over anhydrous sodium sulfate, filtered and concentrated under vacuum. The residue was purified by reversed phase chromatography (Column: C18 silica gel; Mobile phase, A: water (containing 0.05percent TFA) and B: ACN (5percent to 75percent in 30 mm) to give benzyl 4-(4-[[(2R,55)-3,6-dimethoxy-5-(propan-2-yl)-2,5-dihydropyrazin-2-yl]methyl]-2, 3,5, 6-tetrafluorophenyl)piperazine- 1 -carboxylate as yellow oil. MS (ESI, m/z): 565 [M+H]t

Reference:
Patent; FORMA THERAPEUTICS, INC.; ZABLOCKI, Mary-Margaret; GUERIN, David J.; NG, Pui Yee; WANG, Zhongguo; SHELEKHIN, Tatiana; CARAVELLA, Justin; LI, Hongbin; IOANNIDIS, Stephanos; (518 pag.)WO2019/32863; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Brief introduction of C9H16N2O2

The synthetic route of 78342-42-4 has been constantly updated, and we look forward to future research findings.

78342-42-4, name is (S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine, belongs to pyrazines compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 78342-42-4

To a solution of 3.32 g (18 mmol) of commercially available (2S)-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine in 100 mL of tetrahydrofuran at ?70° C. was added 12 mL (19 mmol) of a 1.6M solution of butyllithium in hexanes. After stirring at this temperature for 20 min, 5 g (19.5 mmol) of 2-fluoro-4-trifluoromethylbenzyl bromide in 20 mL of tetrahydrofuran was added and stirring was continued for 3 h before warming the reaction to ambient temperature. The reaction was quenched with water, concentrated in vacuo, and extracted with ethyl acetate. The combined organic phase was washed with brine, dried, and concentrated in vacuo. Purification by flash chromatography (silica gel, 0-5percent ethyl acetate in hexanes) afforded 5.5 g of the title compound. 1H NMR (500 MHz, CDCl3) delta 7.33-7.25 (m, 3H), 4.35-4.31 (m, 1H), 3.75 (s, 3H), 3.65 (s, 3H), 3.60 (t, 1H, J=3.4 Hz), 3.33 (dd, 1H, J=4.6, 13.5 Hz), 3.03 (dd, 1H, J=7, 13.5 Hz), 2.25-2.15 (m, 1H), 1.0 (d, 3H, J=7 Hz), 0.66 (d, 3H, J=7 Hz)

The synthetic route of 78342-42-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Sharp & Dohme Corp.; Edmondson, Scott D.; Fisher, Michael H.; Kim, Dooseop; Maccoss, Malcolm; Parmee, Emma R.; Weber, Ann E.; Xu, Jinyou; US2015/359793; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Simple exploration of (S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine, its application will become more common.

Application of 78342-42-4,Some common heterocyclic compound, 78342-42-4, name is (S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine, molecular formula is C9H16N2O2, 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.

To a solution of 3.32 g (18 mmol) of commercially available (2S)-2, 5-dihydro- 3,6-dimethoxy-2-isopropylpyrazine in 100 mL OF TETRAHYDROFURAN AT-70 °C was added 12 mL (19 mmol) of a 1.6M solution of butyllithium in hexanes. After stirring at this temperature for 20 min, 5 g (19.5 mmol) of 2-fluoro-4-trifluoromethylbenzyl bromide in 20 ML of tetrahydrofuran was added and stirring was continued for 3 h before warming the reaction to ambient temperature. The reaction was quenched with water, concentrated in vacuo, and extracted with ethyl acetate. The combined organic phase was washed with brine, dried, and concentrated in vacuo. Purification by flash chromatography (silica gel, 0-5percent ethyl acetate in hexanes) afforded the title compound. 1H NMR (500 MHz, CDC13) : 6 7.33-7. 25 (m, 3H), 4.35-4. 31 (m, 1H), 3.75 (s, 3H), 3.65 (s, 3H), 3.60 (t, 1H, J = 3.4 Hz), 3.33 (dd, 1H, J = 4.6, 13.5 Hz), 3.03 (dd, 1H, J = 7,13. 5 HZ), 2.25-2. 15 (m, 1H), 1.0 (d, 3H, J = 7 HZ), 0.66 (d, 3H, J = 7 HZ).

Reference:
Patent; MERCK & CO., INC.; WO2004/58266; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

The important role of C9H16N2O2

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 78342-42-4, name is (S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine, belongs to pyrazines compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 78342-42-4, Safety of (S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine

Into a 500-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed (2 S)-3 , 6-dimethoxy-2-(propan-2-yl)-2, 5 -dihydropyrazine (3 g, 15.47 mmol) and THF (200 mL). A solution of n-BuLi in n-hexane (2.5 M) (9.8 mL, 24.5 mmol) was added at -80 °C in a liquid nitrogen bath. The resulting solution was stirred for 30 mm at -80°C in a liquid nitrogen bath. Then a solution of 5-(bromomethyl)-2,4-dichloropyridine (4.7 g, 18.53 mmol) in THF (lOmL) was added. The resulting solution was allowed to react, with stirring, for an additional 1 h while the temperature was maintained at -80°C in a liquid nitrogen bath. The reaction was then quenched by the addition of 120 mL of ammonium chloride (sat. aq.). The resulting mixture was extracted with DCM (2 x 150 mL) and the organic layers were combined, dried over anhydrous sodium sulfate, filtered and concentrated under vacuum. The residue was purified by silica gel chromatography (eluting with 1:10 ethyl acetate/pet. ether) to afford (2R,5S)- 2- [(4,6-dichloropyridin-3 -yl)methyl]-3 , 6-dimethoxy-5 -(propan-2-yl)-2, 5 -dihydropyrazine as a white solid. MS: (ESI, m/z): 344, 346 [M+H]t

Simple exploration of C9H16N2O2

Statistics shows that (S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine is playing an increasingly important role. we look forward to future research findings about 78342-42-4.

Application of 78342-42-4, These common heterocyclic compound, 78342-42-4, name is (S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine, 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.

Into two 250-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed (2 S)-3 , 6-dimethoxy-2-(propan-2-yl)-2, 5 -dihydropyrazine (2 g, 10.86 mmol) and THF (15 mL). This was followed by the addition of butyllithium (2.5 M) (6.5 mL, 16.25 mmol) at -78 °C. The resulting solution was stirred for 30 mm. To this was added 3- (bromomethyl)-2,6-dichloropyridine (2.62 g, 10.88 mmol). The resulting solution was stirred for an additional 1 h at -78°C. The reaction was then quenched by the addition of 5 mL of NH4HCO3 (saturated) and the mixture was diluted with 10 mL of H20. The resulting mixture of two batches was combined and extracted with 3 x 50 mL of ethyl acetate. The organic layers were combined, dried over anhydrous sodium sulfate, filtered and concentrated under vacuum. The residue was purified by silica gel chromatography (eluting with 1/5 ethyl acetate/pet. ether) to afford (2R,5S)-2-((2,6-dichloropyridin-3 -yl)methyl)-5 -i sopropyl-3 , 6-dimethoxy-2, 5 -dihydropyrazine as a colorless oil. MS: (ESI, m/z): 344, 346 [M+H]t

Statistics shows that (S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine is playing an increasingly important role. we look forward to future research findings about 78342-42-4.

Introduction of a new synthetic route about 78342-42-4

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.

Reference:
Patent; MERCK & CO., INC.; WO2003/82817; (2003); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Extracurricular laboratory: Synthetic route of 78342-42-4

New downstream synthetic route of (S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine

Application of 78342-42-4, The chemical industry reduces the impact on the environment during synthesis 78342-42-4, name is (S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine, I believe this compound will play a more active role in future production and life.

A solution of nBuLi (6.78 mL, 10.86 mmol, 1.6 M) in hexanes was added dropwise to a solution of (S)-2-isopropyl-3,6-dimethoxy-2,5-dihydropyrazine (2.0 g, 10.86 mmol) in 20 mL of THF at -78 ¡ãC. After stirring for 30 mm at -78 ¡ãC, a solution of 5-bromo-2-(bromomethyl)-1,3- difluorobenzene (3.10 g, 10.86 mmol) in 10 mL of THF was added and the reaction mixture was stirred at -78 ¡ãC for 3 h. Then 20 mL of saturated NH4C1 solution was added. After the reaction mixture was warmed to room temperature, 150 mL of water was added and the mixture was extracted with EtOAc three times. The combined organic layers were dried over MgSO4, filtered, and concentrated. Purification by silica gel chromatography (eluting with 0 to 15percent EtOAc/Hexanes) afforded (2R, 5 S)-2-(4-bromo-2, 6-difluorobenzyl)-5 -i sopropyl-3 ,6-dimethoxy- 2,5-dihydropyrazine. ?H NIVIR (CDC13, 300 MHz) (ppm): 7.03 (d, J = 7.04 Hz, 2H), 4.14-4.32 (m, 1H), 3.71 (s, 3H), 3.58 (s, 3H), 3.13-3.33 (m, 1H), 2.79-2.93 (m, 1H), 2.13-2.33 (m, 1H), 1.00 (d, J 7.04 Hz, 3H), 0.64 (d, J 7.04 Hz, 3H). MS: (ESI, m/z): 389, 391 [M+H]t

The origin of a common compound about (S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine

The chemical industry reduces the impact on the environment during synthesis (S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine. I believe this compound will play a more active role in future production and life.

Related Products of 78342-42-4, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 78342-42-4, name is (S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 3,42 g (18.5 mmol) of commercially available (2S)-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine in 100 mL of tetrahydrofuran at -70 ¡ãC was added 12 mL (19 mmol) of a1.6M solution of butyllithium in hexanes. After stirring at this temperature for 20 min, 5 g (22.3 mmol)of 2,4,5-trifluorobenzyl bromide in 20 mL of tetrahydrofuran was added and stirring was continued for 3h before warming the reaction to ambient temperature. The reaction was quenched with water,concentrated in vacuo, and extracted with ethyl acetate. The combined organic phase was washed with brine, dried, and concentrated in vacuo. Purification by flash chromatography (silica gel, 0-5percent ethylacetate in hexanes) afforded the title compound.IHNMR (500 MHz, CDCls): 8 7.01 (m, 1H), 6.85 (m, 1H), 4.22 (m, 1H), 3.78 (m, 3H), 3.64 (m, 3H),3.61 (m, 1H), 3.20 (m, 1H), 2.98 (m, 1H), 2.20 (m, 1H), 0.99 (d, 3H, J = 8 Hz), 0.62 (d, 3H, J = 8 Hz).

Reference:
Patent; MERCK & CO., INC.; WO2006/23750; (2006); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem