Category: 313339-92-3

Related Products 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.

To a mixture of morpholine (12.5 mg, 0.144 mmol) and DIPEA (27.9 mg, 0.216 mmol) in 1 ml of dry THF was added two portion of 3,5-dichloropyrazine-2-carbonitrile (24.9 mg, 0.144 mmol). The reaction was stirred for 2 hours at rt. The solvent was removed under reduced pressure and the residue was suspended in ethyl acetate. The organic layer was washed with a 1M HC1 solution, a saturated aqueous solution of sodium bicarbonate and brine. The organic phase was dried over Na2S04 and concentrated in vacuo. The crude product was used in the next step without any further purification.

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; RECORDATI INDUSTRIA CHIMICA E FARMACEUTICA SPA; GRAZIANI, Davide; MENEGON, Sergio; ANGELICO, Patrizia; RIVA, Carlo; (0 pag.)WO2020/11921; (2020); A1;,
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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, Quality Control of 3,5-Dichloropyrazine-2-carbonitrile

107281 3,5-Dichloropyrazine-2-carbonitrile (Example 12, Step 2, 31.0 g, 178.18 mmol) was dissolved in anhydrous diethyl ether (890 mL, 0.2 M) and cooled to -78 C. Then MeMgBr indiethyl ether (3.0 M, 65.3 mL, 190 mmol) was added slowly to maintain low temperature. After the addition was complete, the mixture was slowly warmed room temperature and stirred at room temperature for 1 h. The mixture was poured into a beaker containing a mixture of HC1 in water (1.0 M, 1 L) and ice (1 kg). The mixture was stirred vigorously for 10 mm. The mixture was extracted with diethyl ether (3 X 1 L). The combined organic layers were dried over Na2504 andconcentrated under reduced pressure to afford the title compound as an orange oil (34 g, 99% yield). The mixture was used for the next reaction without further purification. ?H NMR (400 IVIHz, CDC13): ppm 8.56 (s, 1H), 2.71 (s, 3H).

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; FLX BIO, INC.; BECK, Hilary, Plake; BIANNIC, Berenger; BUI, Minna Hue, Thanh; HU, Dennis, X.; KETCHAM, John, Michael; POWERS, Jay, Patrick; REILLY, Maureen, Kay; ROBLES-RESENDIZ, Omar; SHUNATONA, Hunter, Paul; WALKER, James, Ross; WUSTROW, David, Juergen; YOUNAI, Ashkaan; ZIBINSKY, Mikhail; (396 pag.)WO2018/22992; (2018); A1;,
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Electric Literature 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.

Example 6 5-(1-amino-4,4,4-trifluoro-1-oxobutan-2-ylamino)-3-(quinolin-6-ylamino)pyrazine-2-carboxamide A solution of 3,5-dichloropyrazine-2-carbonitrile (50 mg, 0.287 mmol), 2-amino-4,4,4-trifluorobutanamide hydrochloride (50 mg, 0.259 mmol) and DIEA (0.150 mL, 0.862 mmol) in NMP (1 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 2-(6-chloro-5-cyanopyrazin-2-ylamino)-4,4,4-trifluorobutanamide (67 mg).

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; 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

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. Recommanded Product: 3,5-Dichloropyrazine-2-carbonitrile

11010] To a solution of 3,5-dichloropyrazine-2-carbonitrile(500 mg, 2.87 mmol) in DMF (10 mE) was added (R)-(3-130C-amino)piperidine (690 mg, 3.45 mmol) and then DIEA(1.0 mE, 5.74 mmol) in a dropwise manner. The mixture wasstirred at RT for 90 mm. The mixture was diluted with EtOAc(200 mE), washed with water x2, dried, and concentrated invacuo. The residue was subjected to flash column chromatog-continued raphy with 0 to 25% EtOAc in DCM to isolate (R)-tert-butyl 1 -(6-chloro-5-cyanopyrazin-2-yl)piperidin-3-ylcarbamate (87) (940 mg, 97% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 313339-92-3, its application will become more common.

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

Application 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.

11501] Commercial (4aR,8aR)-decahydro-1 ,5-naphthyri- dine (423, 120 mg, 0.86 mmol) was dissolved in 2 mE NMP. To it were added DIEA (150 pL, 0.86 mmol) and then 3,5- dichioropyrazine-2-cabonitrile (150 mg, 0.86 mmol). The mixture was stirred at RT for 1 .5 hour, and to it were added DIEA (450 pL, 2.58 mmol) and dimethylcarbamoyl chloride (240 pL, 2.58 mmol). The mixture was stirred at RT for overnight. It was diluted with 100 mE EtOAc, washed with water x2, dried, concentrated in vacuo, and subjected to silica flash column using 0 to 3% MeOR in DCM to isolate (4aR, 8aR)-5-(6-chioro-5-cyanopyrazin-2-yl)-N,N-dimethyloc- tahydro- 1 ,5-naphthyridine- 1 (2H)-carboxamide (424, 56 mg, 19%). It was mixed with 4-(1 -cyclopentylpiperidin-4-yl) aniline hydrochloride (304) (90 mg, 0.32 mmol), fine-powder cesium carbonate (210 mg, 0.64 mmol), Pd(OAc)2(11 mg, 0.05 mmol), I3INAP (31 mg, 0.05 mmol) in 15 mE dioxane. The mixture was degas sed with nitrogen stream for 3 mM It was then stirred in 115C. bath in nitrogen atmosphere for 1.5 hout The mixture was cooled to RT, diluted with 100 mE EtOAc, and filtered. The filtrate was concentrated in vacuo and subjected to silica flash column using 0 to 11% MeOR in DCM to isolate (4aR,8aR)-5-(5-cyano-6-(4-(1 -cyclopentylpiperidin-4-yl)phenylamino)pyrazin-2-yl)-N,N-dimethy- loctahydro-1 ,5-naphthyridine- 1 (2H)-carboxamide (425). It was dissolved in 10 mE MeOR and 2 mE DM50. To it were added one NaOH solid bead (about 100 mg), Et3N (60 IL) and then 0.5 mE 30% H202. The mixture was stirred at RT for 30 mM, diluted with 10 mE MeCN, stirred for 5 mM, and concentrated, acidified with 0.3 mE TFA, and subjected to reverse phase prep HPEC using 5 mM HC1 (aq) and neat MeCN as mobile phases to isolate (4aR,8aR)-5-(5-carbam- oyl-6-(4-(1 -cyclopentylpiperidin-4-yl)phenylamino)pyrazin-2-yl)-N,N-dimethyloctahydro-1 ,5-naphthyridine-1 (2H)-carboxamide (426) as HC1 salt (23 mg). EC-MS (ESI):mlz (M+1) 575.8. UV: X=269, 276, 305, 335, 372 nm.

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

Electric Literature of 313339-92-3, 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 313339-92-3 as follows.

Into a 25-mL round-bottom flask, was placed 3,5-dichloropyrazine-2-carbonitrile (450 mg, 2.59 mmol, 1.00 equiv), and acetic acid (10 mL), followed Raney Ni (50 mg) tfc was introduced into the reaction mixture. The resulting solution was stirred overnight at 50 C in an oil bath. The solid was filtered out and the resulting mixture was concentrated under vacuum to give 560 mg (crude) of 9-2 as a green solid

According to the analysis of related databases, 313339-92-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IDEAYA BIOSCIENCES, INC.; BECK, Hilary, Plake; GONZALEZ-LOPEZ, Marcos; SUTTON, James, Clifford, Jr.; (86 pag.)WO2019/156989; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 313339-92-3, 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. 313339-92-3 name is 3,5-Dichloropyrazine-2-carbonitrile, This 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.

2,3-dichloro-N-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]benzenesulfonamide (5.78 g) and 3,5-dichloro – pyrazine-2-carbonitrile (2.35g), 1,1′- bis (diphenylphosphino) ferrocene – dichloropalladium (II) (Pd (dppf) 2Cl2) (791mg) and cesium carbonate (13.2g) was added to a reaction vessel equipped with a magnetic stir bar, then add 100ml of dioxane and 10ml water, stirring the mixture was heated to 100 c for 3h the reaction mixture was cooled to room temperature and treated with saturated aqueous sodium bicarbonate (lml) quenched and extracted with EtOAc (3 X 200ml). the combined aqueous phases were dried over sodium sulfate, filtered and evaporated to give the crude product as a brown oil. using EtOAc and purified by silica gel chromatography using heptane as eluent fast, the solvent was evaporated the solvent under reduced pressure to give a light brown foam 2,3-dichloro-N-[4-(6-chloro-5-cyanopyrazin-2-yl)phenyl]benzenesulfonamide yield:. 4·32g (73%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Dichloropyrazine-2-carbonitrile, and friends who are interested can also refer to it.

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

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., category: Pyrazines

3,5-Dichloropyrazine-2-carbonitrile (108.0 mg, 0.62 mmol) and 3-(4- cyclopropylphenyl)-1-oxa-3,7-diazaspiro[4.5]decan-2-one (162.5 mg, 0.597 mmol) were dissolved in DMF (1.5 mL), DIPEA (210.0 muL, 1.194 mmol) and the mixture was stirred at room temperature overnight under a nitrogen atmosphere. The mixture was poured into ice and extracted with ethyl acetate. The organic phase was separated, dried over Na2SO4 and concentrated. The residue purified by silica flash chromatography with 0 to 100% ethyl acetate in cyclohexane to give 3-chloro-5-[3-(4-cyclopropylphenyl)-2-oxo-1-oxa-3,7- diazaspiro[4.5]decan-7-yl]pyrazine-2-carbonitrile (161.5.2 mg, 66% yield). MS found for C21H20ClN5O2 as (M+H)+ 409.97.

According to the analysis of related databases, 313339-92-3, the application of this compound in the production field has become more and more popular.

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;,
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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.

Example 27 (R)-3-(4-(1,3,4-oxadiazol-2-yl)phenylamino)-5-(1-amino-1-oxobutan-2-ylamino)pyrazine-2-carboxamide A solution of 3,5-dichloropyrazine-2-carbonitrile (628 mg, 3.60 mmol), 2-(R)-amino-butanamide hydrochloride (500 mg, 3.60 mmol) and DIEA (1.60 mL, 9.20 mmol) in DMF (10 mL) was stirred at room temperature for 4 h. Water and EtOAc were added. Organic phase was separated, washed with water, dried over Na2SO4, concentrated in vacuo to give (R)-2-(6-chloro-5-cyanopyrazin-2-ylamino)butanamide (843 mg) as a semi-solid.

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

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

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 313339-92-3 as follows. HPLC of Formula: C5HCl2N3

(ii) 2,3-Dichloro-N-[4-(6-chloro-5-cyano-pyrazin-2-yl)phenyl]benzenesulfonamide 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 100 C. 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*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-2-yl)-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).

According to the analysis of related databases, 313339-92-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SANOFI; NAZARE, Marc; Halland, Nis; Schmidt, Friedemann; Weiss, Tilo; Dietz, Uwe; Hofmeister, Armin; US2013/72493; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem