Category: 313339-92-3

Synthetic Route 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.

2,3-Dichloro-N-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-benzenesulfonamide (5.78 g) was added to a reaction vessel containing a magnetic stirring bar together with 3,5-dichloro-pyrazine-2-carbonitrile (2.35 g), 1,1′-bis(diphenylphosphino)ferrocene-palladium(II) dichloride (Pd(dppf)2Cl2) (791 mg) and cesium carbonate (13.2 g), followed by 100 ml dioxane and 10 ml water, and the mixture heated to 100C under stirring. After 3 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 aqueous phases were dried over sodium sulfate, filtered and evaporated to afford the crude product as a brown oil. Purification by flash chromatography on silica gel using a mixture of EtOAc and heptane as the eluent afforded 2,3-dichloro-N-[4-(6-chloro-5-cyano-pyrazin-2yl)-phenyl]-benzenesulfonamide as a light brown foam after evaporation of the solvents under reduced pressure. Yield: 4.32 g (73%). MS (ES-): m/e = 436.0 (M-H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Dichloropyrazine-2-carbonitrile, its application will become more common.

Reference:
Patent; SANOFI; Nazare, Marc; Halland, Nis; Schmidt, Friedemann; Weiss, Thilo; Hofmeister, Armin; EP2570415; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference 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.

To a solution of 3,5-dichloropyrazine-2-carbonitrile (910 mg, 5.2 mmol) in DMF (15 mL) was added tert-butyl N-[(2R,3R)-2-methylpiperidin-3-yl]carbamate (1.1 g, 1.13 mmol) and DIPEA (1.79 mL, 10.26mmol). The mixture was stirred at 60oC for 2 hours. The mixture was concentrated in vacuo. The residue was purified by flash chromatography with 20% ethyl acetate in cyclohexane to isolate tert-butyl N-[(2R,3R)-1-(6-chloro-5-cyanopyrazin-2-yl)-2- methylpiperidin-3-yl]carbamate (1.73 g, 96% yield). MS found for C16H22ClN5O2 as (M+H)+ 352.3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Dichloropyrazine-2-carbonitrile, its application will become more common.

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

Electric Literature of 313339-92-3, A common heterocyclic compound, 313339-92-3, name is 3,5-Dichloropyrazine-2-carbonitrile, molecular formula is C5HCl2N3, 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.

11482] 1 -Methyl-34(2R,3R)-2-methylpiperidin-3-yl)tet- rahydropyrimidin-2(1H)-one (404, 120 mg, 0.55 mmol) was dissolved in 10 mE DMF. To it were added 3,5-dichioropy- razine-2-cabonitrile (175 mg, 1.0 mmol) and DIEA (350 pL, 2.0 mmol). The mixture was stirred at RT for 30 mM, diluted with 150 mE EtOAc, washed with water x3, dried, concentrated in vacuo, and subjected to silica flash colunm using 0 to 3.5% MeOH in DCM to isolate 3-chloro-5-((2R,3R)-2-me- thyl-3-(3-methyl-2-oxotetrahydropyrimidin-i (2H)-yl)pip- eridin-i-yl)pyrazine-2-carbonitrile (405, 60mg, 31% yield).

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

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., Safety of 3,5-Dichloropyrazine-2-carbonitrile

Step 1: To a mixture of 3,5-dichloropyrazine-2-carbonitrile (500 mg, 2.84 mmol) and D-valinamide HCl salt (476 mg, 3.12 mmol) in AcCN (10 mL) was added DIPEA (1.11 mL, 6.25 mmol). After stirring at room temperature for 4 h, it was diluted with EtOAc, washed with sat. NaHCO3, organic layer was separated and washed with brine, dried and concentrated to give (R)-2-(6-chloro-5-cyanopyrazin-2-ylamino)-3-methylbutanamide (740 mg).

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; Portola Pharmaceuticals, Inc.; Song, Yonghong; Xu, Qing; Jia, Zhaozhong J.; Kane, Brian; Bauer, Shawn M.; Pandey, Anjali; US2013/131040; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 313339-92-3, These common heterocyclic compound, 313339-92-3, name is 3,5-Dichloropyrazine-2-carbonitrile, 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.

(4-tert-butoxycarbonyl-aminophenyl) boronic acid pinacol ester (8.26 g) was added to a reaction vessel containing a magnetic stirrer in 3,5-dichloro-pyrazine-2-carbonitrile (5.0 g), 1,1 ‘-bis (diphenylphosphino) ferrocene-palladium (II) dichloride (1.68 g) and cesium carbonate (28.1 g) followed by 100 ml of dioxane and 10 ml of water were added and the mixture was heated to 100 C. with stirring.After 1 h, the reaction mixture was cooled to room temperature and then quenched with saturated sodium bicarbonate solution (100 ml) and extracted with EtOAc (3 ¡Á 200 ml) The combined organic phases were dried over sodium sulfate, The product was purified by flash chromatography on a silica gel using a mixture of EtOAc and heptane as the eluant and the product was recrystallized from methyl tert-butyl ether to give the crude product as a brown oil which was purified by flash chromatography After drying in vacuo, tert-butyl ester of [4- (6-chloro-5-cyano-pyrazin-2-yl) -phenyl] -carbamic acid was obtained as a pale yellow solid. 6.92 g (73%)

Statistics shows that 3,5-Dichloropyrazine-2-carbonitrile is playing an increasingly important role. we look forward to future research findings about 313339-92-3.

Reference:
Patent; SANOFI; NAZARE, MARC; HALLAND, NIS; SCHMIDT, FRIEDEMANN; WEISS, TILO; DIETZ, UWE; HOFMEISTER, ARMIN; CARRY, JEAN-CHRISTOPHE; (93 pag.)JP5827849; (2015); B2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 313339-92-3, 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. 313339-92-3, name is 3,5-Dichloropyrazine-2-carbonitrile belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

11360] tert-l3utyl (2R,3R)-2-methylpiperidin-3-ylcarbam- ate (310) (1.1 g, 5.1 mmol) was dissolved in THF (20 mE).the stirred solution was added DIEA (1.34 mE, 7.7 mmol), followed by 3,5-dichloropyrazine-2-cabonitrile (1.07 g,mmol). The reaction was stirred at room temperature forhout An additional amount of 3,5-dichioropyrazine-2-carbo- nitrile (200 mg, 1.2 mmol) was added, and the reaction was stirred for another hour. The solvent was removed under reduced pressure, and the residue was suspended in EtOAc. The organic mixture was washed with iN HC1 (aq), saturated NaHCO3(aq) and brine, dried, and concentrated in vacuo. The residue was then purified by silica flash column chromatography (EtOAc/hexanes) to give tert-butyl (2R,3R)-1 -(6- chioro-5-cyanopyrazin-2-yl)-2-methylpiperidin-3-ylcar- bamate (311), (1.54 g, 4.38 mmol, 86% yield).

The synthetic route of 3,5-Dichloropyrazine-2-carbonitrile has been constantly updated, and we look forward to future research findings.

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

Electric Literature 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.

The (4-tert-butoxy-carbonyl-aminophenyl) boric acid pinacone ester (8.26g) is added to include the magnetic stirring rod and 3,5-di-chloro-pyrazine-2-carbonitrile (5.0g), 1,1′-bis(diphenylphosphino)ferrocene palladium dichloride (1.68g) and cesium carbonate (28.1g) in the reaction container, subsequently joined 100 ml dioxane and 10 ml of water, the mixture is heated under stirring to 100 C. 1h reaction mixture after cooling to the room temperature and with the saturated aqueous solution of sodium bicarbonate (100 ml) for quenching and EtOAc (3¡Á200 ml) extraction. The combined organic phase is dried with sodium sulfate, filtered and evaporation to obtain brown oily crude product, the fast by silica gel chromatography using EtOAc and heptane mixture of purification as an eluent. The obtained product is used methyl tert butyl ether recrystallization and in the vacuum drying to obtain light yellow solid [4 – (6-chloro-5-cyano-pyrazine-2-yl)-phenyl]-amino- formic acid tert-butyl ester. Yield: 6.92g (73%).

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

Reference:
Patent; Sanofi; Nazare, M; HALLAND, N; SCHMIDT, F; WEISS, T; Dietz, U; Hofmeister, A; (76 pag.)CN103012407; (2016); B;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 313339-92-3, name is 3,5-Dichloropyrazine-2-carbonitrile belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C5HCl2N3

11625] (R)-3-Amino-N,N-dimethylazepane- 1 -carboxamide (508) (.-200 mg crude) was dissolved in THF (7 mE), and DIEA (0.30 mE, 1.7 mmol) was added, followed by 3,5- dichloropyrazine-2-carbonitrile (100 mg, 0.57 mmol). The reaction was stirred at RT for 12 hours. The solvents were removed under reduced pressure, and the residue was purified by silica column chromatography (MeOR, DCM) to give (R)-3-(6-chioro-5-cyanopyrazin-2-ylamino)-N,N-dimethy- lazepane-1-carboxamide (509) (53 mg, 0.16 mmol, 14% yield over 3 steps).

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

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

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. 313339-92-3, name is 3,5-Dichloropyrazine-2-carbonitrile belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 3,5-Dichloropyrazine-2-carbonitrile

3,5-Dichloropyrazine-2-carbonitrile (202 mg, 1.16 mmol), (racemic)-cis-tert-butyl octahydro- 1H-pyrrolo[3,2-b]pyridine-1-carboxylate (250 mg, 1.105 mmol) and DIEA (0.770 mL, 4.42 mmol) were dissolved in EtOH (10 mL) and stirred at 40 C for 45 minutes. The reaction mixture was diluted with ethyl acetate and washed with aqueous solution of NaHCO3 and with water. The organic phase was dried over filtered and concentrated under high vacuum to give tert-butyl-4-(6-chloro-5-cyanopyrazin-2-yl)-octahydro-1H-pyrrolo[3,2-b]pyridine-1- carboxylate (477 mg, quant. yield) as racemic-cis mixture. MS found for C17H22ClN5O2 as (M+H)+ 364.2.

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

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

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., COA of Formula: C5HCl2N3

Under inert atmosphere, a mxture of 3,5dichoropyrazine2carbonitrNe (1 equiv.), 2 methylpyridine3boronic acid pinacol ester (I equiv.), cesium carbonate (3 equiv.) and PdCl2(dppf).CH2C2 (0.1 equiv.) in doxane (0.10 moLL1) and water (0.80 moLL1) was heatedat 80 C for 1 hour. The reaction mixture was hydroysed and extracted twice with ethy acetate. The organic layers were combined, washed with brine, dried over MgSO4, concentrated under vacuum and purfied by flash column chromatography on sWca gel (usng 20% to 100% ethy acetate (EtOAc) in cyclohexane as eluent) to afford the product as a brown solid in 57% yield. 1HNMR (400 MHz, DMSOD6): 9.17 (s, 1H, Ar); 8.65 (dd, J4.8, 1.7 Hz, 1H,Ar); 8.02 (dd, J 7.8, 11 Hz, 1H, Ar); 7.46 (dd, J 7.8, 4.8 Hz, 1H, Ar); 2.62 (s, 3H, CH3). M/Z (M[35Cl]+H) = 230.9.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 313339-92-3.

Reference:
Patent; MAVALON THERAPEUTICS LIMITED; BLAYO, Anne-Laure; CATELAIN, Thomas; DORANGE, Ismet; GENET, Cedric; MANTEAU, Baptiste; MAYER, Stanislas; SCHANN, Stephan; (290 pag.)WO2018/206820; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem