Category: 109838-85-9

Related Products of 109838-85-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 109838-85-9, name is (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

To a stirred solution of (2R)-2-isopropyl-3,6-dimethoxy-2,5-dihydropyrazine (1.0 eq.) in THF at -78° C., was added dropwise over 10 min a solution of BuLi (1.6 N in hexane, 1.0 eq.) and stirring was continued at -78° C. for 45 min. A pre-cooled solution of tert-butyl 6-iodohexanoate (1.0 eq.) in THF was then added by cannula over 5 min and the reaction stirred overnight, slowly warming to RT. The reaction was then left to stir at RT for a further hour and was quenched by the addition of aqueous NH4Cl solution. The THF layer was decanted off and concentrated under reduced pressure, meanwhile and the aqueous mixture was extracted with EtOAc (3.x.). The EtOAc extracts were used to redissolve the oily THF residue and this solution was washed with brine, dried (Na2SO4) and concentrated under reduced pressure. The crude was used directly in the next step without further purification (I1).

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, (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine, other downstream synthetic routes, hurry up and to see.

Electric Literature of 109838-85-9, These common heterocyclic compound, 109838-85-9, name is (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine, 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.

To a stirred solution containing 0.62 mL (650 mg, 3.53 mmol) of Schoellkopf’s reagent in 10 mL of anhydrous THF at -78 °C was added 0.45 mL (308 mg, 4.82 mmol) of 2.5 M BuLi. The reaction mixture was stirred at -78 °C for 30 min under argon and then a solution containing 1.03 g (3.21 mmol) of 3-(chloromethyl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (4) in 10 mL of anhydrous THF was added. The reaction mixture was stirred for 1 h under argon at -78 °C, then diluted with 50 mL of satd aq NH4Cl and extracted with two 50-mL portions of EtOAc. The combined organic phase was dried (MgSO4) and concentrated under diminished pressure. The residue was purified by chromatography on a silica gel column (10 * 2 cm). Elution with 2:1 hexanes/ethyl acetate gave 3-(((2S,5R)-5-isopropyl-3,6-dimethoxy-2,5-dihydropyrazin-2-yl)methyl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (5) as a yellow oil: yield 783 mg (52percent); silica gel TLC Rf 0.15 (4:1 hexanes/ethyl acetate); 1H NMR (CDCl3, 400 MHz) delta 0.51(d, 3H, J = 6.8 Hz), 0.78 (d, 3H, J = 8 Hz), 1.99-2.03 (m, 1H), 2.22 (s, 3H), 3.07-3.12 (m, 3H), 3.57 (s, 3H), 3.60 (s, 3H), 4.22-4.25 (m, 1H), 7.02-7.05 (m, 1H), 7.13 (d, 1H, J = 8 Hz), 7.36 (s, 1H), 7.74 (dd, 1H, J = 8.0 and 1.6 Hz), 7.87 (d, 2H, J = 8.4 Hz) and 8.29 (dd, 1H, J = 4.8 and 1.6 Hz); 13C NMR (CDCl3, 400 MHz) delta 16.4, 18.8, 21.5, 29.1, 31.3, 52.1, 52.3, 55.5, 60.4, 114.9, 118.3, 123.7, 124.6, 127.5, 128.2, 129.5, 135.5, 144.6, 144.8, 147.1, 161.8 and 164.0; mass spectrum (APCI), m/z 469.1921 (M+H)+ (C24H29N4O4S requires m/z 469.1909).

The synthetic route of 109838-85-9 has been constantly updated, and we look forward to future research findings.

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. 109838-85-9, name is (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine, A new synthetic method of this compound is introduced below., Computed Properties of C9H16N2O2

General procedure: Butyl lithium (1.6 N solution in hexane, 1.05 equiv) was added to a solution of (2R)-1 (1 equiv) in anhydrous THF (5 mL) cooled to ?78°C, and the mixture was stirred for 45 min. Imine 2a?f (1 equiv) in THF (4 mL) was added, and the mixture was stirred at ?78°C for 8h. The reaction mixture was allowed to warm to ?10 °C, after which a pH=7 phosphate buffer solution (10 mL) was added, and the mixture was extracted with ethyl acetate (3×10 mL). The organic phase was separated and dried with Na2SO4, and the solvent was evaporated in vacuo. Compounds 3, 4 were purified by means of flash chromatography (SiO2, CH2Cl2/hexane=40/60 for 3a (Rf 0.2) and 4a (Rf 0.4); CH2Cl2/ethyl acetate=95/5 for 3d (Rf 0.4) and 4d (Rf 0.5), 3e (Rf 0.5) and 4e (Rf 0.6); CH2Cl2/ethyl acetate=98/2 for 4f (Rf 0.6)).

The synthetic route of 109838-85-9 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 109838-85-9, 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. 109838-85-9, name is (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of (2R)-(-)-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine (0.61 g, 4.36 mmol) in THF (8 mL) was added n-BuLi (2.5 M in hexane, 1.8 mL, 4.58 mmol) at -78 °C. After allowed to stir for 0.3 hours, Compound Int-15a (2.75 g, 6.98 mmol) in 2 mL of THF was added and the mixture was allowed to stir at the temperature for 4 hours. The reaction was quenched by saturated aqueous NH4CI solution and the organic layers were extracted with EtOAc. The combined organic solution was washed with brine solution, dried (Na2S04), and concentrated in vacuo. The residue obtained was purified using an ISCO 40 g column (gradient from 0percent to 2.5percent ether in hexane) to provide Compound Int-15b, 783 mg (44percent). NMR (CDC13) delta 4.05 (m, 1H), 3.96 (t, J = 3.4 Hz, 1H), 3.72 (s, 3H), 3.71 (s, 3H), 3.49 (dd, J = 2,8, 0.4 Hz, 1H), 3.26 (dd, J= 6, 9.4 Hz, 1H), 2.30 (m, 1H), 1.96 (m, 1H), 1.60 (m, 2H), 1.37 1.17 (m, 3H), 1.08 (d, J= 6.9 Hz, 3H), 0.99 0.86 (m, 2H), 0.72 (d, J= 6.6 Hz, 3H), 0.49 (dd, J= 11.0, 14.4 Hz, 1H), 0.35 (dd, J= 11.0, 14.2 Hz, 1H), 0.16 (s, 6H).

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

Adding a certain compound to certain chemical reactions, such as: 109838-85-9, name is (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine, 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 109838-85-9, Application In Synthesis of (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine

Step B – Preparation of Compound Int-15b Int-15bTo a solution of (2R)-(-)-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine (0.61 g, 4.36 mmol) in THF (8 mL) was added n-BuLi (2.5 M in hexane, 1.8 mL, 4.58 mmol) at -78 °C. After allowed to stir for 0.3 hours, Compound Int-15a (2.75 g, 6.98 mmol) in 2 mL of THF was added and the mixture was allowed to stir at the temperature for 4 hours. The reaction was quenched by saturated aqueous H4C1 solution and the organic layers were extracted with EtOAc. The combined organic solution was washed with brine solution, dried (Na2S04), and concentrated in vacuo. The residue obtained was purified using ISCO 40 g column (gradient from 0percent to 2.5percent ether in hexane) to provide Compound Int-15b, 783 mg (44percent). 1H MR (CDC13) delta 4.05 (m, 1H), 3.96 (t, J= 3.4 Hz, 1H), 3.72 (s, 3H), 3.71 (s, 3H), 3.49 (dd, 7= 2,8, 0.4 Hz, 1H), 3.26 (dd, 7= 6, 9.4 Hz, 1H), 2.30 (m, 1H), 1.96 (m, 1H), 1.60 (m, 2H), 1.37-1.17 (m, 3H), 1.08 (d, 7= 6.9 Hz, 3H), 0.99-0.86 (m, 2H), 0.72 (d, 7= 6.6 Hz, 3H), 0.49 (dd, 7= 11.0, 14.4 Hz, 1H), 0.35 (dd, 7= 11.0, 14.2 Hz, 1H), 0.16 (s, 6H).

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Electric Literature of 109838-85-9, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 109838-85-9 as follows.

To a mixture of scheme 5-8 compound S3 (22 g, 0.10 mol) and PPh3 (82.3 g, 0.31 mol) in dry dichloromethane (200 mL) was added perbromomethane (86.95 g, 0.26 mol) in dry dichloromethane (50 mL) dropwise at 0 oC. The reaction was stirred at room temperature overnight and concentrated under reduced pressure to give a residue that was purified by silica gel chromatography (petroleum ether: ethyl acetate=80:1) to afford the title compound (23 g, 66.7% yield) as a yellow oil.

According to the analysis of related databases, 109838-85-9, the application of this compound in the production field has become more and more popular.

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 109838-85-9 as follows. Computed Properties of C9H16N2O2

R24 (212 g, 1151 mmol) in tetrahydrofuran (dry) (600 mL) is cooled to ?78° C. Then n-butyllithium (2.5 M in hexanes, 552 mL, 1381 mmol) is added dropwise, keeping the temperature below ?78° C. After 30 min R25 (324 g, 1209 mmol) in tertahydrofurane (dry) (120 mL) is added dropwise. The reaction mixture is stirred at ?78° C. for 1 h. The mixture is quenched with saturated NH4Cl solution and extracted three times with ethyl acetate. The organic layer is washed with brine, dried over Na2SO4 and evaporated in vacuo. The residue is purified by flash chromatography (heptane/ethyl acetate=80/20). Yield 60percent.

According to the analysis of related databases, 109838-85-9, the application of this compound in the production field has become more and more popular.

Adding a certain compound to certain chemical reactions, such as: 109838-85-9, name is (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine, 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 109838-85-9, Application In Synthesis of (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine

Step B – Synthesis of Intermediate Compound Int-8d (i?)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine (Int-8c, 25 g, 135.7 mmol) and dried THF (500 mL) were added to a dried 1 -liter flask which was cooled to -78 °C and maintained under nitrogen atmosphere. A solution of 2.5 M n-BuLi in hexane (54 mL, 135 mmol) was added slowly via a syringe. The resulting solution was allowed to stir at the cold temperature for 30 min before addition of Int-8b (90.5 g, 266.2 mmol) via a syringe. The reaction mixture was continued to stir for 4 hours and warmed to room temperature gradually over a period of 1 hour. After addition of water (100 mL) and diethyl ether (1.0 liter), the solution was washed with water (2 x 200 mL) and dried over sodium sulfate. The solution was concentrated and the residue obtained was purified using a 330 g ISCO silica column on Combi-Flash with 0-1percent ether in hexanes as an eluent to provide Int-8d as an oil (18.5 g, 35percent).

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, (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine, other downstream synthetic routes, hurry up and to see.

Reference of 109838-85-9, The chemical industry reduces the impact on the environment during synthesis 109838-85-9, name is (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine, I believe this compound will play a more active role in future production and life.

Preparation 13: [(lS2RV3-arnino-l-(315-Muoro-bemyl)-2-hydroxy-propyl]-carbarnic acid t-butyl ester Step A: (2S,5RV2,5-dihvdro-3,6-dimethoxy-5-isopropyl-2-(3,5-dMuoro)benzylpyrazine(TR.)-2,5-dihydro-3,6-dirnethoxy-2-isopropylpyrazine (9.2 g, 50 mmol) was dissolved in THF (100 mL), to which n-BuLi (4M in THF, 15 mL) was then added at -78 °C, followed by addition of difluorobenzyl chloride (9.72 g, 60 mmol). After the reaction was complete, NH4Cl was added to the reaction mixture which was then extracted with EtOAc. The organic extract was dried over MgSO4 and concentrated under reduced pressure. The residue was purified by column chromatography (EtOAc: n-Hex = 1/1) to afford the title compound (12.4 g, 80percent).

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, (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine, other downstream synthetic routes, hurry up and to see.

Related Products of 109838-85-9,Some common heterocyclic compound, 109838-85-9, name is (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine, 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.

[00374] 100 g (0.543 mol) of 1 (100 g, 5.4 mol) was taken up in THF (1000 mL) and cooled to -78 ¡ãC. 228 mL (0.570 moles) of n-BuLi (2.5M in THF) was added dropwise over 30 minutes. Then the solution was stirred vigorously for an additional 30 minutes. 81 g of methyl iodide (0.57 mol) was diluted to 250 mL with THF and cooled to -78 ¡ãC. The methyl iodide was then added dropwise over 30 minutes. Following completion of the addition of methyl iodide, the reaction was stirred at -78 ¡ãC for 2 hours. 1L of diethyl ether was then added to the mixture, followed by 500 mL of H20. The reaction was then warmed to room temperature. The aqueous layer was extracted multiple times with diethyl ether and the organic layer were combined, washed with saturated sodium thiosulfate, once with brine, and dried over MgSC>4. The organics were concentrated under vaccum to give residue which was purified by chromatography with gradient of 50: 1 to 20: 1 petroleum ether: diethyl ether to yield 110 g (80.5percent) of 2 (pale yellow oil). XH NMR: (400 MHz, CDC13-J) ppm 0.60 – 0.72 (m, 3 H), 0.94 – 1.03 (m, 3 H), 1.26 – 1.35 (m, 3 H), 2.07 – 2.30 (m, 1 H), 3.53 – 3.70 (m, 6 H), 3.89 (br. s., 2 H).

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

Reference:
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; VERDINE, Gregory, L.; HILINSKI, Gerard; WO2014/159969; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem