Month: April 2021

Adding a certain compound to certain chemical reactions, such as: 5521-58-4, name is 5-Methylpyrazin-2-amine, 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 5521-58-4, name: 5-Methylpyrazin-2-amine

To 3-[(2S)-l-(dilluoromethoxy)propan-2-yl]oxy-5-[5-(dimethylcarbamoyl)pyrazin-2- yl]oxy-benzoic acid (74.2 g, 180 mmol) was added DMF (1.4 mL, 18 mmol). io Dichloromethane (810 mL) and oxalyl chloride (25.2 mL, 289 mmol) were charged and the reaction left to stir at ambient temperature for 2 hours. The solvent was evaporated under reduced pressure, azeotroped with toluene (2 x 600 mL) and the resulting oil dissolved in pyridine (392ml) and dichloromethane (500ml). A solution of 5-methylpyrazin-2-amine (CAS no. 5521-58-4) (29.7 g, 272 mmol) in is pyridine (549 mL) was charged dropwise to the stirred solution and the reaction stirred at ambient temperature for 20 hours. The solvent was evaporated under reduced pressure and the residue was taken up into ethyl acetate (1200 mL), washed with water (1200 mL), IM citric acid (2 x 780 mL), saturated aqueous sodium hydrogen carbonate (2 x 780 mL), saturated aqueous brine (780 mL) and the combined organic extracts were dried (MgSO4)20 and evaporated under reduced pressure the residue was purified by flash chromatography to afford the title compound (66 g).

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, 5-Methylpyrazin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/50117; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 23688-89-3, The chemical industry reduces the impact on the environment during synthesis 23688-89-3, name is 6-Chloropyrazine-2-carboxylic acid, I believe this compound will play a more active role in future production and life.

Step 1: tert-Butyl ((trans)-3-(6-chloropyrazine-2-carboxamido)cyclobutyl)carbamate A stirred solution of 6-chloropyrazine-2-carboxylic acid (0.25 g, 1.58 mmol) in DMF (3 mL) was added with DIPEA (0.42 mL, 2.37 mmol) and HATU (0.72 g, 1.9 mmol). The reaction mixture was stirred at room temperature for 20 minutes. A solution of tert-butyl (trans-3-aminocyclobutyl)carbamate (0.32 g, 1.74 mmol) in DMF (3 mL) was added and the reaction mixture was stirred at room temperature for 18 hours. The reaction mixture was diluted with ethyl acetate and was washed sequentially with saturated aqueous sodium hydrogen carbonate (*2) and brine. The organic phase was dried over anhydrous magnesium sulfate, filtered and the filtrate evaporated at reduced pressure to afford the title compound (0.530 g, 93%). 1H NMR (400 MHz, DMSO-d6); delta 9.18 (d, J=7.5 Hz, 1H), 9.11 (s, 1H), 9.01 (s, 1H), 7.30 (d, J=7.0 Hz, 1H), 4.54-4.49 (m, 1H), 4.08-4.01 (m, 1H), 2.70 (s, 1H), 2.48-2.39 (m, 2H), 2.27-2.19 (m, 2H), 1.40 (s, 9H).

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, 6-Chloropyrazine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CHIESI FARMACEUTICI S.P.A.; RANCATI, Fabio; Rizzi, Andrea; Carzaniga, Laura; Linney, Ian; Knight, Chris; Schmidt, Wolfgang; (120 pag.)US2018/16267; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 875781-43-4, 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. 875781-43-4, name is 2-Bromo-5H-pyrrolo[2,3-b]pyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

General procedure: 2-Bromo-5H-pyrrolo[3,2-b]pyrazine(4; 0.471 g,2.39 mmol), 4-pyridylboronic acid (0.58 g, 4.72 mmol), dichloro 1,1′-bis(diphenylphosphino)ferrocenepalladium (II) dichloromethane adduct (0.097 g, 0.12 mmol), acetonitrile(3 mL) and 1M sodium carbonate (3 mL) were placed in a 10 mL CEM microwavevial. The vial was capped and irradiated in a CEM microwave reactor for 30minutes at 150 C.Water (3 mL) and ethyl acetate (9 mL) were added the layers were partitioned. Theaqueous layer was extracted with ethyl acetate (2 x 10 mL). The combined organicextracts were washed with saturated sodium chloride (5 mL), dried over MgSO4and concentrated under reduced pressure. The residue was purified by preparativereverse phase HPLC to give 2-(pyridin-4-yl)-5H-pyrrolo[2,3-b]pyrazine(14; 0.28 g,60%) as an off white solid: 1H NMR (400 MHz, DMSO-d6) delta 12.24 (s, 1H), 9.00(s, 1H), 8.69 (dd, J = 4.5, 1.6 Hz, 2H), 8.12 (dd, J = 4.5, 1.6Hz, 2H), 7.98 (d, J = 3.6 Hz, 1H), 6.74 (d, J = 3.6 Hz, 1H); ESMSm/z 197.1 (M+1).

The synthetic route of 2-Bromo-5H-pyrrolo[2,3-b]pyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Burdick, Daniel J.; Wang, Shumei; Heise, Christopher; Pan, Borlan; Drummond, Jake; Yin, Jianping; Goeser, Lauren; Magnuson, Steven; Blaney, Jeff; Moffat, John; Wang, Weiru; Chen, Huifen; Bioorganic and Medicinal Chemistry Letters; vol. 25; 21; (2015); p. 4728 – 4732;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 6863-73-6, name is 3-Chloropyrazin-2-amine, 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 6863-73-6, Recommanded Product: 3-Chloropyrazin-2-amine

Step B: Preparation of 8-chloro-imidazo[ 1 ,2-a]pyrazine To a stirred suspension of 3-chloropyrazin-2-amine (107.5 g, 129.6mmol) in water (2500 mL) and THF (236 mL) at rt was added ethyl 2-bromo-1 ,1 -diethoxyethane (375 mL, 197 mmol) in one portion. After stirring at reflux for 4 h and 5 h at rt, the solution was adjusted to pH 8 by potassium carbonate, extracted with DCM (4 x 1000 mL9, dried over sodium sulphate, filtered and evaporated. Yield 132.9 g (104 %) 8-chloro-imidazo[1 ,2-a]pyrazine: 1H-NMR (300 MHz, d6-DMSO): delta =8.62 (d, 1 H), 8.24 (d, 1 H), 7.82 (d, 1 H), 7.69 (d, 1 H) ppm.

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-Chloropyrazin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; KOPPITZ, Marcus; KLAR, Ulrich; JAUTELAT, Rolf; KOSEMUND, Dirk; BOHLMANN, Rolf; BADER, Benjamin; LIENAU, Philip; SIEMEISTER, Gerhard; WO2012/80229; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 1174321-06-2, name is 5-(Difluoromethyl)pyrazine-2-carboxylic acid, 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. category: Pyrazines

Step 12: (+/-)-N-(3-((4aS*,7aS*)-2-amino-3-methyl-4-oxo-3,4,4a,5,7,7a-hexahydrofuro r3,4-dlpyrimidin-7a-yl)-4-fluorophenyl)-5-(difluoromethyl)picolinamide.(+/-)-tert-Butyl ((4aS*,7aS*)-7a-(5-amino-2-fluorophenyl)-3-methyl-4-oxo-3,4,4a,5,7,7a- hexahydrofuro[3,4-d]pyrimidin-2-yl)carbamate (11 mg , 0.03 mmol) was dissolved in DCM (2 mL). 5-(difluoromethyl)pyrazine-2-carboxylic acid (8 mg , 0.04 mmol) was transferred into the reaction vessel. N-ethyl-N-(propan-2-yl)propan-2-amine (7.5 mg, 0.06 mmol) was transferred in to the reaction vessel. N-[3-(dimethylamino)propyl]- N’-ethylcarbodiimide (7 mg, 0.04 mmol) was transferred into the reaction vessel.After 15 mins the reaction mixture was washed with HCl (IM, 2 x 2 mL) then with saturated aqueous NaHCO3 (2 x 2 mL). The organic phase was then concentrated and the crude mixture was taken directly to the next reaction. LCMS (Method A) Rt 5.44 min; ESI-MS: m/z 535 [M+H]+.

The synthetic route of 5-(Difluoromethyl)pyrazine-2-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD; CASTRO PINEIRO, Jose, Luis; HALL, Adrian; MADIN, Andrew; VO, Ngoc-Tri; WO2011/9897; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 193966-70-0, 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. 193966-70-0, name is Methyl 5-(bromomethyl)pyrazine-2-carboxylate belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

Part B. Methyl 5-[(1-Pyrrolidinyl)methyl]pyrazine-2-carboxylate. STR471 By essentially following the procedure used to prepare Example 137, Part B, the title compound was prepared from methyl 5-(bromomethyl)pyrazine-2-carboxylate (Part A) and pyrrolidine in 85% yield as a pale yellow oil. The mixture was subjected to flash chromatography on silica gel, eluding with a gradient of EtOAc(100-95%)/Et3 N(0-5%). 1 H NMR (CDCl3) delta 9.23 (s, 1H), 8.78 (s, 1H), 4.03 (s, 3H), 3.90 (s, 2H), 2.59 (br s, 4H), 1.82 (br s, 4H).

The synthetic route of Methyl 5-(bromomethyl)pyrazine-2-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eli Lilly and Company; US6025382; (2000); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 108-50-9, name is 2,6-Dimethylpyrazine, 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 108-50-9, Recommanded Product: 108-50-9

Example 12 [00659] Preparation of Cpd 88 H2 N 150 C / 3 days N [00660] Part 1, Step A: To a cooled solution of 2,6-dimethylpyrazine (108 g, 1.0 mol) in DMF (260 mL) on an ice/H20 bath, while stirring vigorously, was added sulfuryl chloride (270 mL, 3.3 mol). The rate of addition was controlled to maintain the reaction temperature between 40-60 C for about 2 hours. After the addition, the cooling bath was removed and the mixture was stirred for an additional 0.5 hours. LC/MS analysis of an aliquot showed <5% starting material remained. The reaction mixture was then cooled in an ice/water bath and, while maintaining the temperature below 35 C, quenched carefully with 10 M NaOH (1 L), followed by the addition of Na2C03 (solid) to pH 6. After the addition of water (800 mL), the mixture was distilled. The distillate was collected and the organics were separated. The aqueous layer was extracted with ethyl ether (100 mL x 3) and the ether extracts were combined with the organics separated previously. The combined extracts were washed with water (30 mL x 3), then brine and dried over Na2S04. After the extracts were concentrated, the residue was distilled and the product was collected as a colorless liquid, approximate boiling point: 127 C at 154 mmHg (99.1 g, 69%). 1H NMR (500 MHz, CHLOROFORM- ) delta ppm 8.05 (1H, s), 2.61 (3H, d, J=0.63 Hz), 2.50 (3H, s). 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, 2,6-Dimethylpyrazine, other downstream synthetic routes, hurry up and to see. Reference:
Patent; PTC THERAPEUTICS, INC.; CHEN, Guangming; DAKKA, Amal; KARP, Gary Mitchell; LI, Chunshi; NARASIMHAN, Jana; NARYSHKIN, Nikolai; WEETALL, Maria L.; WELCH, Ellen; ZHAO, Xin; WO2013/112788; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 957344-74-0, These common heterocyclic compound, 957344-74-0, name is 5,8-Dibromoimidazo[1,2-a]pyrazine, 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.

Step 3 (5-Bromo-imidazo[l,2-a]pyrazin-8-yl)-[4-(4-isopropyl-piperazin-l-yl)-phenyl] -amine[00395] A solution of 5,8-dibromo-imidazo[l,2-a]pyrazme (0 134g, 0 48mmol), 4-(4-isopropyl- piperazm-l-yl)-phenylamine (0 118g, 0 54mmol) and dnsopropylethylamme (0 093mL, 0 54mmol) is stirred at 9O0C for 18 hours The reaction mixture is concentrated in vacuo and partitioned between DCM and sat NaHCO3 The organic layer is washed with brine, d?ed over MgSO4, filtered and concentrated The residue is pu?fied by silica gel column chromatography eluting with 98 2 DCM MeOH to afford the title compound (0 086 g, 43%)

The synthetic route of 957344-74-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GALAPAGOS N.V.; WO2007/131991; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 63744-22-9,Some common heterocyclic compound, 63744-22-9, name is 6,8-Dibromoimidazo[1,2-a]pyrazine, molecular formula is C6H3Br2N3, 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 6,8-dibromoimidazo[1,2-a]pyrazine (0.50 g, 1.8 mmol) [Combi-Blocks, OR-7964] in DMF (12 mL) was added N-iodosuccinimide (0.45 g, 2.0 mmol). The reaction mixture was then heated at 60 C. for 15.5 h. The reaction mixture was concentrated in vacuo. The resulting solid was taken up into dichloromethane (DCM). The organic layer was washed sequentially with water and sat. Na2S2O3 (aq). The organic layer was then dried over Na2SO4, filtered, and concentrated to afford the title compound as a light yellow solid (0.64 g, 88%). LCMS for C6H3Br2IN3 (M+H)+: calculated m/z=401.8, 403.8, 405.8; found 401.8, 403.7, 405.6.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6,8-Dibromoimidazo[1,2-a]pyrazine, its application will become more common.

Reference:
Patent; Incyte Corporation; Douty, Brent; Burns, David M.; Combs, Andrew P.; Jia, Zhongjiang; Levy, Daniel; Yue, Eddy W.; US2020/71335; (2020); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 1174321-06-2, A common heterocyclic compound, 1174321-06-2, name is 5-(Difluoromethyl)pyrazine-2-carboxylic acid, molecular formula is C6H4F2N2O2, 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 an ice-water cooled mixture of tert-butyl[(4’R)-6′-amino-2′,2′-dimethyldispiro[cyclopropane-1,3′-chromene-4′,4″-[1,3]oxazol]-2″-yl]carbamate (430 mg, 1.15 mmol), 5-(difluoromethyl)pyrazine-2-carboxylic acid (221 mg, 1.27mmol) and lH-benzotriazol-1-ol (170 mg, 1.26 mmol) in chloroform (8.6 ml) was addedN-[3-(dimethylamino)propyl]-N’-ethylcarbodiimide hydrochloride (244 mg, 1.28 mmol). Themixture was stirred at room temperature overnight and directly purified by silica gel columnchromatography (precolumn: basic silica gel, main column: neutral silica gel, hexane/ethylacetate= 2:1- 1:1- 0:100) to afford tert-butyl[ ( 4’R)-6′-( { [5-( difluoromethyl)pyrazin-2-yl]carbonyl }amino )-2′ ,2′-dimethyldispiro[ cyclopropane-1,3′-chromene-4′,4″-[1,3]oxazol]-2″-yl]carbamate (373 mg).

The synthetic route of 1174321-06-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTELLAS PHARMA INC.; COMENTIS, INC.; MUNAKATA, Ryosuke; INOUE, Makoto; TOMINAGA, Hiroaki; YAMASAKI, Shingo; SHIINA, Yasuhiro; SAMIZU, Kiyohiro; HAMAGUCHI, Hisao; HONG, Lin; WO2013/181202; (2013); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem