Tag: M.W=300-400

Related Products of 58138-79-7,Some common heterocyclic compound, 58138-79-7, name is 2,6-Diiodopyrazine, molecular formula is C4H2I2N2, 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.

A mixture of 2,6-diiodopyrazine (1 g, 3.013 mmol), tert-butyl (2S)-2-isobutylpiperazine- 1-carboxylate (949.3 mg, 3.917 mmol) and K2CO3 (624.7 mg, 4.520 mmol) in DMF (5 mL) was heated to 900C and stirred for 17 hrs. It was then allowed to cool and diluted with ethyl acetate and water, further washed organic layer with water and brine, dried (MgSO4) and concentrated to give an orange oil. It was then columned on silica gel eluting with 1 : 1 EtOAc/hexanes to give (S)-tert-buty 4-(6-iodopyrazin-2-yl)-2-isobutylpiperazine-l-carboxylate as a yellow oil 1.05 g, 78%). ES+ 447. IHNMR (CDCl3) 0.98 (6H, d), 1.23 – 1.45 (2H, m), 1.55 – 1.63 (I H, m), 2.91 – 3.00 (I H, m), 3.03 – 3.21 (2H, m), 3.98 – 4.20 (3H, m), 4.25 (I H, brs), 7.95 (I H, s), 8.06 (I H, s).

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

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; JIMENEZ, Juan-Miguel; STUDLEY, John; WO2010/11772; (2010); A2;,
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 1320266-92-9 as follows. category: Pyrazines

l-iodo-3-isopropyl-N-methylimidazo[l,5-a]pyrazin-8-amine (compound 6). Compound 5 (21.8 mg, 0.068 mmol) was dissolved in a solution of 40% MeNH2 in MeOH (91 muEpsilon) and was stirred at 80 oC for 2 h in a microwave. The reaction mixture was concentrated in vacuo to obtain 20.3 mg of compound 6 (94% yield). TLC (hexanes:EtOAc, 50:50 v/v): Rf = 0.2; 1H NMR 1H NMR (300 MHz, MeOD) delta 7.51 (d, J = 6.0 Hz, 1H), 7.04 (d, J = 6.0 Hz, 1H), 3.42 – 3.34 (m, 1H), 3.07 (s, 3H), 1.37 (d, J = 6.0 Hz, 6H); ESI-MS (m/z): [M]+ calcd. for CI OH 13GammaNu4, 316.02; [M+l]+ found, 317.1.

According to the analysis of related databases, 1320266-92-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; MALY, Dustin J.; BACKES, Bradley, J.; OAKES, Scott, A.; PAPA, Feroz, R.; GHOSH, Rajarshi; WANG, Likun; (220 pag.)WO2016/4254; (2016); A1;,
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. 723286-80-4, name is tert-Butyl 3-bromo-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., name: tert-Butyl 3-bromo-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-carboxylate

Tert-butyl 3-bromo-5l6-dihydro-[1 l2,4]tria2thetalo[4l3-a]pyrazine-7(8H)- carboxylate (202) (0.12 g, 0.4 mmol), m-fluorophenylboronic acid (70 mg, 0.5 mmol), Pd(PPh3)2CI2 (20 mg), K2CO3 (110 mg, 0.8 mmol) were mixed in a microwave reaction vial. The vial was capped and air was removed by vacuum through a needle, and back-filled with nitrogen (3 times). CH3CN (3 mL) and water (0.6 mL) was introduced via syringe. The mixture was then heated to 90 C for 10 h then diluted with ethyl acetate, washed with brine, dried over sodium sulfate, and concentrated. The crude product was purified by flash chromatography to give compound 203 which was treated with 4 N HCl in dioxane at r.t. for 2 h to give the HCl salt.

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 723286-80-4.

Reference:
Patent; SCHERING CORPORATION; TING, Pauline C.; ASLANIAN, Robert G.; CAO, Jianhua; CAPLEN, Mary Ann; CHAN, Tin-Yau; KIM, Hyunjin; KIM, Jae-Hun; KUANG, Rongze; LEE, Joe F.; WU, Heping; WO2010/59611; (2010); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 723286-80-4,Some common heterocyclic compound, 723286-80-4, name is tert-Butyl 3-bromo-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-carboxylate, molecular formula is C10H15BrN4O2, 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 0.090 g (0.297 mmol) of 3-BROMO-7- (TERT-BUTOXYCARBONYL)- 5,6, 7,8-tetrahydro [1, 2,4] triazolo [4,3-a] pyrazine (Example 15, Step D) in 3 mL of dioxane was added 0.0630 g (0.899 mmol) of sodium thiomethoxide, and the reaction mixture was heated at 100 C for 1 d. The reaction was diluted with dichloromethane and washed sequentially with saturated aqueous sodium bicarbonate solution and brine, dried over magnesium sulfate, and concentrated in vacuo to afford the title compound. LC/MS 271.1 (M+1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl 3-bromo-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-carboxylate, its application will become more common.

Reference:
Patent; MERCK & CO., INC.; WO2004/58266; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem