Category: 32111-21-0

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. 32111-21-0, name is 2-Iodopyrazine, A new synthetic method of this compound is introduced below., COA of Formula: C4H3IN2

Example 59; 3-fl-f4-Chloro-phenyl’)-6-oxo-2-(‘4-pyrazin-2-yl-phenv?-.6-dihvdro-purin-9-yll-benzene sulfonamide; [00194] A solution of 3-{5-(4-chloro-phenyl)-4-oxo-6-[4-(4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)-phenyl]-4,5-dihydro-pyrazolo[3,4-d]pyrimidin-l-yl}-benzene sulfonamide (prepared as described in example 25, 0.500 g, 0.82 mmol) in N,N- dimethylformamide (20 mL) is degassed with argon for 0.5 h. Then 2-iodopyrazine (0.250 g, 1.24 mmol), cesium carbonate (0.530 g, 1.65 mmol), Pd(dppf)2Cl2 (0.06 g, 0.08 mmol) is added and the resulted mixture is degassed with argon for 0.5 h. The reaction mixture is then heated at 50 0C for 12 h. The reaction mixture is cooled to rt and diluted with water and extracted with ethyl acetate (3*). The combined organic layer is washed with brine, dried over Na2SO4, concentrated, and’ purified by column chromatography over silica gel (60 – 120 mesh) to afford 3-[l-(4-chloro-phenyl)-6-oxo-2-(4-pyrazin-2-yl-phenyl)-l,6-dihydro-purin- 9-yl]-benzene sulfonamide. 1H NMR (DMSO-dbeta, 400 MHz) delta 9.24 (m, IH), 8.69 (m, IH), 8.63 (m, IH), 8.30 (m, IH), 8.02-8.08 (m, 2H), 7.94 (m, IH), 7.82 (m, IH), 7.43-7.58 (m, 8H), 7.15 (br, 2H); LC-MS calculated for C27H18ClN7O3S (MH-H+) 556.1, found 555.9.

The synthetic route of 32111-21-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; WO2007/120454; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 32111-21-0, 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. 32111-21-0, name is 2-Iodopyrazine, This compound has unique chemical properties. The synthetic route is as follows.

Pd2(dba)3 -CHCl3 (5 mg, 0.5 mol %), 2′-(dicyclohexylphosphino)biphenyl-2-amine (8 mg, 2 mol %) and sodium tert-butoxide (13 mg, 0.14 mmol) were weighed in air and transferred into flask, followed by dioxane (750 muL), 1 ‘-(piperidin-4- yl)spiro[benzo[d][l,3]oxazine-4,4’-piperidin]-2(lH)-one bis-hydrochloride (compound no. 49) (37 mg, 0.10 mmol) and iodopyrazine (viia). (20.6 mg, 0.10 mmol). The flask was flushed with nitrogen and stirred at 800C for 16 hours. The reaction mixture was diluted with methanol (500 muL), filtered (Whatman 0.45 mum PTFE) and subjected to reverse-phase HPLC purification (2-25% CH3CN gradient [w/ 0.1% TFA (aq)] over 10 minutes, 1.0 mL injected, 35 mL/min) to provide l’-(l-(pyrazin-2-yl)piperidin-4- yl)spiro[benzo[d][l,3]oxazine-4,4′-pirhoeridin]-2(lH)-one (compound no. 74). LC/MS m/z 380.2 [M+H]+, retention time 1.35 min (RP-Cl 8, 10-99% CH3CN/0.05% TFA).

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

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2008/21375; (2008); 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 32111-21-0 as follows. Product Details of 32111-21-0

4.90 ml of tetrabutylammonium fluoride (1M solution in THF) are added to a solution of 500 mg (2.43 mmol) of iodopyrazine, 655 mg (3.64 mmol) of 4-fluoro-2-methoxy-1-prop-2-ynyloxy-benzene, 92 mg (0.48 mmol) of copper(l) iodide and 170 mg (0.24 mmol) ofbis(triphenylphosphine)palladium dichloride (Pd(PPh3)2CI2) in 16 ml of dioxane. The reactionmixture is stirred for 3 hours at 50C under an argon atmosphere and is then allowed to coolto 20C. The solvent is removed under reduced pressure and the crude product obtained ispurified by means of flash chromatography (eluant: ethyl acetate/petroleum ether 1/2). Thedesired title compound is obtained as a beige solid having a melting point of 88C in a yieldof 412 mg (66 % of theory).Rf = 0.28 in ethyl acetate/petroleum ether 1/2;1H NMR (CDCI3): delta(ppm)= 3.87 (s, 3H); 4.98 (s, 2H); 6.56-6.69 (m, 2H); 7.04 (dxd, J=5.6 and8.8 Hz, 1H); 8.48 (d, J=2.5 Hz, 1H); 8.52 (dxd, J=1.3 and 2.5 Hz, 1H); 8.62 (d, J=1.3 Hz,1H).

According to the analysis of related databases, 32111-21-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; WO2003/104206; (2003); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 32111-21-0,Some common heterocyclic compound, 32111-21-0, name is 2-Iodopyrazine, molecular formula is C4H3IN2, 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 9 A flask was charged with pinacol borobate (383.0 mg, 1.0 mmol), iodopyrazole (226.6 mg, 1.1 mmol), Pd(OAc)2 (11.2 mg, 0.05 mmol), TFP (46.4 mg, 0.2 mmol), K2CO3 (690.0 mg, 5 mmol), water (3 mL) and DME (2 mL). After 3 vacuum/argon cycles, the resulting mixture was heated to 80 C. 45 min later, HPLC revealed that all boronate disappeared. The area ratio of C-H, coupling product and dimer was about 3.3:85.3:11.4 on HPLC. After the reaction mixture was cooled down to room temperature, EtOAc (5 mL) was added. The aqueous layer was separated and extracted with EtOAc (2*10 mL). The combined organic extracts were washed with brine (10 mL), dried over Na2SO4, and concentrated in vacuo. The crude product was purified via silica gel chromatography to afford the indole (0.27 g, 81%). 1H NMR (300 HMz, CDCl3) delta 8.77 (2H, bs), 8.60 (1H, s), 8.16 (1H, s), 7.82-7.76 (2H, m), 3.96 (3H, s), 3.78 (3H, s), 3.20 (1H, m), 2.08-1.92 (6H, m), 1.72-1.69 (2H, m); 13C NMR (100 HMz, CDCl3) delta 168.0, 147.4, 146.6, 144.4, 143.2, 138.0, 135.3, 129.0, 124.2, 120.5, 120.3, 120.0, 112.4, 52.0, 37.3, 33.6, 31.3, 26.5.

The synthetic route of 32111-21-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Ingelheim International GmbH; US2006/183752; (2006); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

32111-21-0, A common compound: 32111-21-0, name is 2-Iodopyrazine, belongs to Pyrazines compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Step C: A solution of 5-(4-chloro-phenyl)-l-(3-methanesulfonyl-phenyl)-6-[4-(4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)-phenyl]-l,5-dihydro-pyrazolo[3,4-d]- pyrimidin-4-one (8, 0.5 g, 0.829 mmol) in N,N-dimethylformamide (20 mL) is degassed with argon for 0.5 h. Then 2-iodopyrazine (0.26 g, 1.2 mmol), cesium carbonate (0.54 g, 1.7 mmol), Pd(dppf>2Cl2 (0.06 g, 0.08 mmol) is added and the resulted mixture is degassed with argon for 0.5 h. The reaction mixture is then heated at 100 0C for 3 h. The reaction mixture is cooled to rt and diluted with water and extracted with ethyl acetate (3 *). The combined organic layer is washed with brine, dried over Na2SO4, concentrated, and purified by preparative HPLC to afford 5-(4-chloro-phenyl)-l-(3-methanesulfonyl-phenyl)-6-(4-pyrazin- 2-yl-phenyl)-l,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one (9). 1H NMR (DMSO-d6, 400 MHz) delta 9.25 (s, IH), 8.71 (m, IH), 8.68 (m, IH), 8.63 (m, IH), 8.61 (m, IH), 8.55 (m, IH), 8.09 (m, 2H), 7.95 (m, IH), 7.88 (m, IH), 7.62 (m, 2H), 7.45 (m, 4H), 3.30 (s, 3H); LC-MS calculated for C28H19ClN6O3S (M+H*) 555.1, found 555.0.

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-Iodopyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; IRM LLC; WO2007/120454; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

32111-21-0, name is 2-Iodopyrazine, belongs to Pyrazines compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 32111-21-0

2- (5- [1, 3] Dioxolan-2-yl-2, 4-dimethoxy-phenyl)-4, 4,5, 5-tetramethyl- [1, 3,2] dioxaborolane (Ex-12B, 2.22 g, 6.60 mmol, containing borolane impurity) was dissolved in DME (60 mL) and 2-iodopyrazine (0.59 mL, 6.0 mmol) was added. 2M aqueous NA2CO3 (17.8 ML, 35.6 mmol) was added and the mixture was purged with nitrogen for 20 min. Tetrakis (triphenylphosphine) palladium (0) (0.69 g, 0.60 mmol) was added and the mixture was heated at reflux for 2.5 h. After cooling, water (50 mL) was added and the mixture was extracted with CH2CI2 (2X30 mL). The organic phase was washed with brine (1X20 ML), dried over sodium sulfate, filtered, and concentrated. Purification of the resulting yellow-orange solids via silica chromatography (50-80% EtOAc/hexanes) provided 1.02 g OF 2- (5- [1, 3] dioxolan-2- yl-2, 4-dimethoxy-phenyl)-pyrazine as a yellow solid (59% YIELD).’H-NMR (CDCIS) 8 9.10 (d, J = 2 Hz, IH), 8.61 (m, 1H), 8.39 (d, J = 3 Hz, I H), 8.07 (s, I H), 6.57 (s, IH), 6.14 (s, 1H), 4.13-4. 18 (m, 2H), 4.01-4. 05 (m, 2H), 3.95 (s, 3H), 3.93 (s, 3H).

Statistics shows that 32111-21-0 is playing an increasingly important role. we look forward to future research findings about 2-Iodopyrazine.

Reference:
Patent; ATHEROGENICS, INC.; WO2004/56727; (2004); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

32111-21-0, The chemical industry reduces the impact on the environment during synthesis 32111-21-0, name is 2-Iodopyrazine, I believe this compound will play a more active role in future production and life.

Preparation 124: 2,4-Dimethoxy-5-pyrazin-2-yl-pyrimidine (Prep124); 2,4-Dimethoxy-pyrimidine-5-boronic acid (1.33 g, 7.27 mmol) was dissolved in degassed n-PrOH (20 ml) and then 2-iodo-pyrazine (1.0 g, 4.85 mmol), Na2CO3 (1.02 g, 9.70 mmol), PPh3 (127 mg, 0.48 mmol) and Pd(OAc)2 (54 mg) were added. The suspension was stirred at reflux for 4 hours. The solvent was evaporated under vacuum and the crude was partitioned between water and DCM. The organic phase was dried (Na2SO4) and evaporated. The crude was purified by flash chromatography eluting with DCM-MeOH- NH4OH (99-1-0.1 ) to give 481 mg of the title compound (45% yield).MS (ES) (mlz): 219.1 [M+H]*.

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

Reference:
Patent; Glaxo Group Limited; WO2007/113232; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem