Category: 313339-92-3

Reference of 313339-92-3, The chemical industry reduces the impact on the environment during synthesis 313339-92-3, name is 3,5-Dichloropyrazine-2-carbonitrile, I believe this compound will play a more active role in future production and life.

11494] Commercial (3aR,7aR)-tert-butyl octahydro-1 Hpyrrolo[3,2-b]pyridine- 1 -carboxylate (416, CAS: 1251010- 63-5, 476 mg, 2.1 mmol) was dissolved in 15 mE DMF. To it were added 3,5-dichloropyrazine-2-cabonitrile (340 mg, 1.9 mmol) and DIEA (500 pL, 2.9 mmol). The mixture was stirred at RT for 3.5 hours, diluted with 100 mE EtOAc, washed with water x3, dried, concentrated in vacuo, and subjected to silica flash column using 0 to 3% MeOH in DCM to isolate (3aR,7aR)-tert-butyl 4-(6-chloro-5-cyanopyrazin- 2-yl)octahydro- 1H-pyrrolo[3,2-b]pyridine-1 -carboxylate(417, 670 mg, 88%) as a white solid.

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, 3,5-Dichloropyrazine-2-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JIA, Zhaozhong J.; CHEN, Wei; THOMAS, William D.; US2015/158865; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 313339-92-3, name is 3,5-Dichloropyrazine-2-carbonitrile, A new synthetic method of this compound is introduced below., Product Details of 313339-92-3

3,5-Dichloropyrazine-2-carbonitrile (585 mg, 3.36 mmol), tert-butyl N-(5-methylpiperidin-3- yl)carbamate (655 mg, 3.06 mmol) and DIEA (1.07 mL, 6.12 mmol) were dissolved in EtOH (20 mL) and stirred at 40 C for 50 minutes. The reaction was concentrated and water was added to the residue. The product was extracted with ethyl acetate (twice). The collected organic layers were dried over Na2SO4, filtered and concentrated under high vacuum to give crude tert-butyl N- [1-(6-chloro-5-cyanopyrazin-2-yl)-5-methylpiperidin-3-yl]carbamate (1.18 g, 90% yield) as diastereoisomeric mixture (d.r. = 4/11). MS found for C16H22ClN5O2 as (M+H)+ 352.0.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; PHARMACYCLICS LLC.; ATALLAH, Gordana, Babic; CHEN, Wei; JIA, Zhaozhong, J.; POZZAN, Alfonso; RAVEGLIA, Lucal, Francesco; ZANALETTI, Riccardo; (815 pag.)WO2016/196776; (2016); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 313339-92-3, name is 3,5-Dichloropyrazine-2-carbonitrile, 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 313339-92-3, Recommanded Product: 313339-92-3

To a solution of N-{8-azabicyclo[3.2.1]octan-2-yl}-4-cyclopropylbenzamide hydrochloride (1.68 g, 4.73 mmol) in DMF (15 mL) DIPEA (3.3 mL, 18.9 mmol), and 3,5- dichloropyrazine-2-carbonitrile (0.93 g, 5.2 mmol) were added. The mixture was stirred at room temperature for 2h then it was partitioned between ethyl acetate and H2O. The combined organic phases were dried over Na2SO4, and evaporated to dryness to give N-[8-(6-chloro-5- cyanopyrazin-2-yl)-8-azabicyclo[3.2.1]octan-2-yl]-4-cyclopropylbenzamide (2.0 g, quant. yield) as an orange solid. MS found for C22H22ClN5O as (M+H)+ 408.0, 410.0.

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; PHARMACYCLICS LLC.; ATALLAH, Gordana, Babic; CHEN, Wei; JIA, Zhaozhong, J.; POZZAN, Alfonso; RAVEGLIA, Lucal, Francesco; ZANALETTI, Riccardo; (815 pag.)WO2016/196776; (2016); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 313339-92-3, name is 3,5-Dichloropyrazine-2-carbonitrile, A new synthetic method of this compound is introduced below., name: 3,5-Dichloropyrazine-2-carbonitrile

To a solution of 3,5-dichloropyrazine-2-carbonitrile (7.00 g, 40.23 mmol) in DMF (50 mL) was added (R)-(3-BOC-amino)piperidine (8.64 g, 44.25 mmol) and DIPEA (14.0 mL, 5.74 mmol) in a dropwise manner. The mixture was stirred at room temperature for 90 min. The mixture was diluted with ethyl acetate (500 mL), washed with water (x2), dried, and concentrated in vacuo. The residue was purified by flash chromatography with 0 to 20% ethyl acetate in DCM to isolate tert-butyl N-[(3R)-1-(6-chloro-5-cyanopyrazin-2-yl)piperidin-3- yl]carbamate (12.59 g, 93% yield).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; PHARMACYCLICS LLC.; ATALLAH, Gordana, Babic; CHEN, Wei; JIA, Zhaozhong, J.; POZZAN, Alfonso; RAVEGLIA, Lucal, Francesco; ZANALETTI, Riccardo; (815 pag.)WO2016/196776; (2016); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 313339-92-3, name is 3,5-Dichloropyrazine-2-carbonitrile, A new synthetic method of this compound is introduced below., Formula: C5HCl2N3

Example 14 5-((1R,2R)-2-amino-3,3-difluorocyclohexylamino)-3-(quinolin-6-ylamino)pyrazine-2-carboxamide A solution of 3,5-dichloropyrazine-2-carbonitrile (102 mg, 0.586 mmol), (1R,2R)-3,3-difluorocyclohexane-1,2-diamine dihydrochloride (132 mg, 0.591 mmol) and DIEA (0.400 mL, 2.30 mmol) in DMF (2 mL) was stirred at room temperature for 20 h. Water and EtOAc were added. Organic phase was separated, washed with water, dried over Na2SO4, concentrated in vacuo to give 5-((1R,2R)-2-amino-3,3-difluorocyclohexylamino)-3-chloropyrazine-2-carbonitrile (153 mg).

The synthetic route of 313339-92-3 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. 313339-92-3, name is 3,5-Dichloropyrazine-2-carbonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C5HCl2N3

Example 1 (R)-5-(1-amino-4-methyl-1-oxopentan-2-ylamino)-3-(quinolin-3-ylamino)pyrazine-2-carboxamide A solution of 3,5-dichloropyrazine-2-carbonitrile (348 mg, 2.00 mmol), D-leucinamide hydrochloride (333 mg, 2.00 mmol) and DIEA (1.00 mL, 5.75 mmol) in NMP (8 mL) was stirred at room temperature for 20 h. Water and EtOAc were added. Organic phase was separated, dried over Na2SO4, concentrated in vacuo to give (R)-2-(6-chloro-5-cyanopyrazin-2-ylamino)-4-methylpentanamide as an oil (535 mg).

The synthetic route of 313339-92-3 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. 313339-92-3, name is 3,5-Dichloropyrazine-2-carbonitrile, A new synthetic method of this compound is introduced below., category: Pyrazines

1-(3,5-Dichloro-pyrazin-2-yl)-ethanone (2.2 g), prepared as described in example 10, and (4-tert-butoxycarbonyl-aminophenyl)boronic acid (2.7 g), was added to a reaction vessel containing a magnetic stirring bar together with 1,1′-bis(diphenylphosphino)ferrocene-palladium(II) dichloride (674 mg) and cesium carbonate (11.2 g), followed by 100 ml dioxane and 10 ml water, and the mixture heated to 100C under stirring. After 1 h the reaction mixture was cooled to RT and quenched with a saturated aqueous sodium bicarbonate solution (50 ml) and extracted with EtOAc (3 x 100 ml). The combined organic phases were dried over sodium sulfate, filtered and evaporated to afford the crude product as a dark brown oil. Purification by flash chromatography on silica gel using a mixture of EtOAc and heptane as the eluent afforded [4-(5-acetyl-6-chloro-pyrazin-2-yl)-phenyl]-carbamic acid tert-butyl ester as a colorless solid after evaporation of the solvents under reduced pressure. Yield: 2.44g (61 %) mg.

The synthetic route of 313339-92-3 has been constantly updated, and we look forward to future research findings.

Related Products of 313339-92-3,Some common heterocyclic compound, 313339-92-3, name is 3,5-Dichloropyrazine-2-carbonitrile, molecular formula is C5HCl2N3, 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.

3,5-Dichloropyrazine-2-carbonitrile (500 mg, 2.9 mmol), tert-butyl ((410 methylpiperidin-4-yl)methyl)carbamate hydrochloride (655 mg, 2.9 mmol) and diisopropyl ethylamine (1.5 mL, 287 11mol) were combined in dimethyl sulfoxide (10 mL) and stirred at 70 oc for 1 h. LCMS indicated ~44% of desired product formed. The reaction mixture was diluted with ethyl acetate (100 mL), washed with water (50 mL x 4), brine (30 mL), dried over anhydrous sodium sulfate, filtered, concentrated in vacuo before being purified by flash silica 15 gel chromatography (eluting with ethyl acetate: petroleum ether= 0:100 to 50: 100) to afford tert-buty 1 ( (1-( 6-chloro-5-cyanopyrazin-2-y 1)-4-methy lpiperidin-4-y l)methy )carbamate (900. 0 mg, 86% yield) as a yellow solid.

The synthetic route of 313339-92-3 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 313339-92-3, 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. 313339-92-3, name is 3,5-Dichloropyrazine-2-carbonitrile, This compound has unique chemical properties. The synthetic route is as follows.

3,5-Dichloropyrazine-2-carbonitrile (24 mg, 0.138 mmol), 6-cyclopropyl-2-[(2R,3R)-2- methylpiperidin-3-yl]-1,2-dihydroisoquinolin-1-one (36 mg, 0.118 mmol) and DIEA (0.050 mL, 0.287 mmol) were dissolved in EtOH (2.5 mL) and stirred at 40 C for 100 minutes. The reaction was quenched with aqueous NH4Cl. DCM was added and the mixture was filtered through a phase separator. The organic layer was concentrated under high vacuum and the residue was purified by silica flash chromatography with 0% to 40% of ethyl acetate in cyclohexane to give 3-chloro-5-[(2R,3R)-3-(6-cyclopropyl-1-oxo-1,2-dihydroisoquinolin-2-yl)- 2-methylpiperidin-1-yl]pyrazine-2-carbonitrile (39 mg, 79% yield) as a white solid. MS found for C23H22ClN5O as (M+H)+ 420.1.

The chemical industry reduces the impact on the environment during synthesis 3,5-Dichloropyrazine-2-carbonitrile. I believe this compound will play a more active role in future production and life.

Application of 313339-92-3,Some common heterocyclic compound, 313339-92-3, name is 3,5-Dichloropyrazine-2-carbonitrile, molecular formula is C5HCl2N3, 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.

(4-tert-Butoxycarbonyl-aminophenyl)boronic acid pinacol ester (8.26 g) was added to a reaction vessel containing a magnetic stirring bar together with 3,5-dichloro- pyrazine-2-carbonitrile (5.0 g), 1 ,1 ‘-bis(diphenylphosphino)ferrocene-palladium(ll) dichloride (1 .68 g) and cesium carbonate (28.1 g), followed by 100 ml dioxane and 10 ml water, and the mixture heated to 100C under stirring. After 1 h the reaction mixture was cooled to RT and quenched with a saturated aqueous sodium bicarbonate solution (100 ml) and extracted with EtOAc (3 x 200 ml). The combined organic phases were dried over sodium sulfate, filtered and evaporated to afford the crude product as a brown oil which was purified by flash chromatography on silica gel using a mixture of EtOAc and heptane as the eluent. The obtained product was recrystallized from methyl tert-butyl ether to afford [4-(6-chloro-5-cyano-pyrazin-2-yl)phenyl]carbamic acid tert-butyl ester as a pale yellow solid after drying under vacuum. Yield: 6.92 g (73%).

The synthetic route of 313339-92-3 has been constantly updated, and we look forward to future research findings.