Tag: M.W=200-300

Reference of 886860-50-0, 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. 886860-50-0, name is 2-Amino-5-iodopyrazine, This compound has unique chemical properties. The synthetic route is as follows.

5-iodopyrazine-2-amine (18.4 g, 83.3 mmol), copper iodide (3.2 g, 16.7 mmol), 1.10-phenanthroline (6.6 g, 33.3 dissolved mmol) and sodium ethoxide (8.5 g,125 mmol) in ethanol (160 mL), 5 hours heated and stirred at 80 . After filtering off the unwanted materials, and concentrated under reducedpressure. The obtained residue was purified by silica gel column chromatography (hexane: ethyl acetate = 2: 1) as eluant to afford the title compound(2.51 g, 22%) as a white solid.

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

Reference of 1053656-22-6, 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. 1053656-22-6 name is 7-tert-Butyl 2-ethyl 5,6-dihydroimidazo[1,2-a]pyrazine-2,7(8H)-dicarboxylate, 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.

To a solution of 3.40 g (11.5 mmol) of ethyl 7- (tert-butoxycarbonyl)-5, 6,7, 8- tetrahydroimidazo [1, 2-A] PYRAZINE-2-CARBOXYLATE (Example 10, Step 1) in 60 mL of dichloromethane was added 8.64 ML (17.3 mmol) of 2N methoxy (methyl) amine, and then 1.35 g (13.8 mmol) OF TRIMETHYLALUMINUM was added over 15 min. The reaction was stirred at ambient temperature for 14 h. The reaction was quenched slowly with water, the mixture was extracted with three portions of dichloromethane, and the combined organic layers were washed sequentially with 1N hydrochloric acid, saturated aqueous sodium bicarbonate solution and brine. The organic layer was dried over magnesium sulfate, and concentrated. The residue was purified by flash chromatography on a BIOTAGE system (silica gel, 100% ethyl acetate then 10% methanol in ethyl acetate) to give the title compound as a solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 7-tert-Butyl 2-ethyl 5,6-dihydroimidazo[1,2-a]pyrazine-2,7(8H)-dicarboxylate, and friends who are interested can also refer to it.

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. 5900-13-0, name is 5-Bromo-3-methoxypyrazin-2-amine, A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Bromo-3-methoxypyrazin-2-amine

3,4-dichlorophenyl-methanesulfonyl chloride (2.4 mmol, 650 mg) was added to a solution of 5-bromo-3-methoxypyrazine-2-ylamine (2 mmol, 410 mg) and pyridine (5 mmol, 411 microliter). The mixture was stirred for 72 hours and then partitioned between ethyl acetate, water and acetic acid. The organic phase was collected and evaporated and the residue was crystallized from ethyl acetate and heptane to afford the intermediate N- (5-bromo-3-methoxypyrazine-2-yl)-3,4-dichlorophenyl-methanesulfonamide (1.1 mmol, 470 mg). This was dissolved in dichloromethane (2 mL), cooled on an ice-bath, and boron tribromide (1 M solution in dichloromethane, 2 mmol) was added. The mixture was stirred for 3 hours, then poured onto NaHC03(s)/ice and stirred for additional 3 hours. The precipitate was collected and dissolved in hot ethanol (99.5%), the mixture was filtered while hot, and water was added to the filtrate. The precipitate was collected to afford the title compound (175 mg, 20%)

The synthetic route of 5900-13-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTIVE BIOTECH AB; FRITZSON, Ingela; LIBERG, David; EAST, Stephen; MACKINNON, Colin; PREVOST, Natacha; WO2014/184234; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 762240-92-6, name is 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride, 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. Recommanded Product: 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride

General procedure: To the stirred reaction mixture of 3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,2,4-triazolo-[4,3-a]pyrazine hydrochloride(11) (300 mg, 1.32 mmol), TEA (0.55 mL, 3.95 mmol)and toluene (10 mL), substituted cyanates 12(a-e)/isocyanates12(f-j) (1.32 mmol) were added at ambient temperature.The reaction mass was agitated at 75-80 C until thecompletion of the reaction that was monitored by TLC. Thereaction mass was allowed to cool at ambient temperatureand it was washed sequentially with 3% aqueous HCl(5.0 mL) and then water (5.0 mL). The organic fraction wasconcentrated under vacuum at 50-55 C to obtain crudeproduct. It was purified by column chromatography using10-50% of EtOAc:hexane mixture as a mobile phase.

The synthetic route of 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Article; Mannam, Madhava Rao; Devineni, Subba Rao; Pavuluri, Chandra Mouli; Chamarthi, Naga Raju; Kottapalli, Raja Sekhara P.; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 194; 9; (2019); p. 922 – 932;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 1379338-74-5, name is 5,7-Dichloropyrido[3,4-b]pyrazine, 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 1379338-74-5, COA of Formula: C7H3Cl2N3

(A) /V-(3-ami nopropyl)-7-chloropyrido[4,3-ib]pyrazi n-5-ami ne.A solution of propane-1 ,3-diamine (890 mg, 12 mmol) and 5,7-dichloropyrido[4,3- ?>]pyrazine (600 mg, 3 mmol) in methanol (10 mL) was stirred at room temperature for 4 hours. The volatiles were evaporated, and the residue was purified by chromatography to afford the title compound. MS (m/z): 238 (M+H)+.

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, 5,7-Dichloropyrido[3,4-b]pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; DENG, Wei; JI, Jianguo; WO2012/167733; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 1082843-70-6, name is 3,5-Dibromo-2-chloropyrazine, 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. Recommanded Product: 3,5-Dibromo-2-chloropyrazine

Add B1-a (2g, 7.34mmol) and ethanol (20mL) to a 50mL single-necked flask.Slowly add hydrazine hydrate (1.72g, 53.65mmol) in an ice bath.The suspension was stirred at 40 C for 3 hours. After the reaction is completed, the temperature is lowered to room temperature.A pale yellow solid precipitated out and was collected by filtration. The filter cake was washed with ethanol (5 mL).Drying gave the product B1-b (1 g, yield 60%) as a pale yellow solid.

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

Reference:
Patent; Shanghai Qingyu Pharmaceutical Technology Co., Ltd.; Zou Bin; Ma Shichao; Wang Xiang; Zhang Zhongguo; (61 pag.)CN110734436; (2020); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 762240-92-6, These common heterocyclic compound, 762240-92-6, name is 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride, 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.

General procedure: A solution of 3-(trifluoromethyl)-5,6,7,8-tetrahydro [1,2,4]triazolo[4,3-a]pyrazine hydrochloride salt (1.0 eq.) in dimethylformamide(DMF, 2-3 mL)was added potassium carbonate (2.5eq.) at and stirred for 15 min at room temperature. To this, N-(benzo[d]thiazol-2-yl)-2-chloroacetamide derivatives (1.0 eq.) in DMF was added to the reaction mixture at room temperature. The resulting reaction mixturewas heated at 70 C for 18 h. The completion of the reaction was monitored on TLC (using 10% MeOH: DCM and ammonia as a modifier as mobile phase) which confirmed that the reaction got completed after 18 h. The reaction mixture was pouredinto ice-cold water and extracted with ethyl acetate (2 x 30 mL).Organic layers were combined and the combined organic layer was dried over sodium sulfate and concentrated under reduced pressure to afford crude desired product and crystallized it from methanol to get N-(benzo[d]thiazol-2-yl)-2-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo [4,3-a]pyrazin-7 (8H)-yl)acetamide derivatives(12a-12e) in good practical yield.

The synthetic route of 762240-92-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jethava, Divya J.; Acharya, Prachi T.; Vasava, Mahesh S.; Bhoi, Manoj N.; Bhavsar, Zeel A.; Rathwa, Sanjay K.; Rajani, Dhanji P.; Patel, Hitesh D.; Journal of Molecular Structure; vol. 1184; (2019); p. 168 – 192;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 622392-04-5, 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. 622392-04-5, name is 2-Bromo-5-iodopyrazine, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 3Cz (0.50 g, 1.0 mmol), 5-bromo-2-iodopyridine (0.29 g, 1.0 mmol), copper (0.07 g, 1.0 mmol) and K2C03 (0.28 g, 2.0 mmol) were combined in a 2-necked flask equipped with a condenser and cycled 3 times with vacuum and nitrogen. Chlorobenzene (15 ml_) was then added and stirred at 120 C under the flow of nitrogen for 19 hours whereupon full consumption of both starting materials was observed. The reaction was then allowed to cool and the copper filtered out over Celite bed and washed with DCM. The solvents were removed under vacuum resulting in an off-white solid (0.63 g, 96%).

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

Reference:
Patent; UNIVERSITY COURT OF THE UNIVERSITY OF ST ANDREWS; ZYSMAN-COLMAN, Eli; CHEN, Dongyang; PACHAI GOUNDER, Rajamalli; (104 pag.)WO2019/202342; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 1379338-74-5, These common heterocyclic compound, 1379338-74-5, name is 5,7-Dichloropyrido[3,4-b]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.

C) (9/-/-fluoren-9-yl)methyl 5-(7-chloropyrido[4,3-?>]pyrazi n-5- yl)hexahyd ropy rrolo[3,4-?>] pyrrole- 1 (2H)-carboxylateThe mixture of (9/-/-fluoren-9-yl)methyl hexahydropyrrolo[3,4-?>]pyrrole-1 (2/-/)- carboxylate (100 mg, 0.5 mmol) and 5,7-dichloropyrido[4,3-?>]pyrazine (600 mg, 1 .8 mmol) in dioxane was stirred at 0 C for 30 minutes and then at room temperature for 4 hours. The mixture was concentrated, and the residue was purified bychromatography to give the title compound. MS (m/z): 498 (M+H)+.

Statistics shows that 5,7-Dichloropyrido[3,4-b]pyrazine is playing an increasingly important role. we look forward to future research findings about 1379338-74-5.

Reference:
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; DENG, Wei; JI, Jianguo; WO2012/167733; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 6966-01-4,Some common heterocyclic compound, 6966-01-4, name is Methyl 3-amino-6-bromopyrazine-2-carboxylate, molecular formula is C6H6BrN3O2, 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.

0.15 eq. palladium (II) acetate and 0.2 eq. 1,1′-bis(diphenylphosphino)-ferrocene were combined in dimethylformamide under nitrogen and heated to 50 C. for 20 minutes. R3 and n are each as defined herein. The reaction was allowed to cool to room temperature and 1.0 eq. of the pyrazine, 1.5 eq. of the boronic acid and 1.15 eq. of triethylamine were added. The reaction was heated to 90 for 12 hours and allowed to cool to room temperature. The DMF was removed by rotary evaporation. The crude reaction mixture was dissolved in chloroform and washed twice with 1N aq. HCl and then twice with saturated aq. NaHCO3 solution. The organic layer was dried over sodium sulfate, filtered and concentrated. Material was purified by silica gel chromatography using 100% chloroform as eluent.

The synthetic route of 6966-01-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pfizer Inc; US2004/180905; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem