Category: 5604-46-6

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.5604-46-6, name is 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, molecular formula is C5H3Cl2N3O, molecular weight is 192.0028, as common compound, the synthetic route is as follows.Recommanded Product: 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde

l-(2-hydrazinylethyl)-4-(4-(2-methoxyethoxy)phenyl)piperazine (5) (1.0 eq.) and sodium carbonate (1.1 eq.) were added to acetonitrile (40 mL) and stirred at 25-30 C. A solution of 2-amino-4,6-dichloropyrimidine-5-carboxaldehyde (4) (1 eq.) in acetonitrile (15 mL) was added. The reaction mixture was heated to 80 C and stirred with periodic TLC or HPLC monitoring. After completion of the reaction (16 h), the mixture was cooled to 20- 25 C, filtered and concentrated under reduced pressure. The crude product is pure enough for use in the next step or it can be purified by chromatography.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5604-46-6, 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; MAPI PHARMA LTD.; MAROM, Ehud; MIZHIRITSKII, Michael; RUBNOV, Shai; WO2012/127472; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 5604-46-6 , The common heterocyclic compound, 5604-46-6, name is 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, molecular formula is C5H3Cl2N3O, 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 suspension of 2-amino-4,6-dichloropyrimidine-5-carbaldehyde (5.35 g, 26.75 mmol) in THF (60 mL) was added triethylamine (11.5 mL, 82.5 mmol) and the mixture was cooled to 5C (ice bath). Methylhydrazine (1.4 mL, 27 mmol) was added, and the mixture was stirred at 5C for 1 h, before warming to r.t. The bright yellow mixture was stirred at r.t. for a further 30 minutes before filtering under reduced pressure. The resulting solid was washed with diethyl ether followed by water, then dried, to yield the title compound (4.06 g, 82.6%) as a yellow solid. deltaEta (DMSO-d6) 7.97 (s, 1H), 7.29 (s, 2H), 3.79 (s, 3H).

The synthetic route of 5604-46-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UCB PHARMA S.A.; KATHOLIEKE UNIVERSITEIT LEUVEN, K.U.LEUVEN R&D; FORD, Daniel James; FRANKLIN, Richard Jeremy; GHAWALKAR, Anant Ramrao; HORSLEY, Helen Tracey; HUANG, Qiuya; REUBERSON, James Thomas; VANDERHOYDONCK, Bart; WO2014/96423; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.5604-46-6, name is 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, molecular formula is C5H3Cl2N3O, molecular weight is 192.0028, as common compound, the synthetic route is as follows.Recommanded Product: 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde

l-(2-hydrazinylethyl)-4-(4-(2-methoxyethoxy)phenyl)piperazine (5) (1.0 eq.) and sodium carbonate (1.1 eq.) were added to acetonitrile (40 mL) and stirred at 25-30 C. A solution of 2-amino-4,6-dichloropyrimidine-5-carboxaldehyde (4) (1 eq.) in acetonitrile (15 mL) was added. The reaction mixture was heated to 80 C and stirred with periodic TLC or HPLC monitoring. After completion of the reaction (16 h), the mixture was cooled to 20- 25 C, filtered and concentrated under reduced pressure. The crude product is pure enough for use in the next step or it can be purified by chromatography.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5604-46-6, 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; MAPI PHARMA LTD.; MAROM, Ehud; MIZHIRITSKII, Michael; RUBNOV, Shai; WO2012/127472; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 5604-46-6 , The common heterocyclic compound, 5604-46-6, name is 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, molecular formula is C5H3Cl2N3O, 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 suspension of 2-amino-4,6-dichloropyrimidine-5-carbaldehyde (5.35 g, 26.75 mmol) in THF (60 mL) was added triethylamine (11.5 mL, 82.5 mmol) and the mixture was cooled to 5C (ice bath). Methylhydrazine (1.4 mL, 27 mmol) was added, and the mixture was stirred at 5C for 1 h, before warming to r.t. The bright yellow mixture was stirred at r.t. for a further 30 minutes before filtering under reduced pressure. The resulting solid was washed with diethyl ether followed by water, then dried, to yield the title compound (4.06 g, 82.6%) as a yellow solid. deltaEta (DMSO-d6) 7.97 (s, 1H), 7.29 (s, 2H), 3.79 (s, 3H).

The synthetic route of 5604-46-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UCB PHARMA S.A.; KATHOLIEKE UNIVERSITEIT LEUVEN, K.U.LEUVEN R&D; FORD, Daniel James; FRANKLIN, Richard Jeremy; GHAWALKAR, Anant Ramrao; HORSLEY, Helen Tracey; HUANG, Qiuya; REUBERSON, James Thomas; VANDERHOYDONCK, Bart; WO2014/96423; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 5604-46-6, 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. 5604-46-6, name is 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde. A new synthetic method of this compound is introduced below.

Step 1 ; 1- (2-Amino-4, 6-dichloro-pyrimidin-5-yl) -ethanol A fine suspension OF 2-AMINO-4, 6-DICHLORO-PYRIMIDINE-5-CARBALDEHYDE (3.0 g, 15 mmol); (Seela, F.; Stecker, H. Helv. Chim. Acta 1986, 69, 1602) in THF was cooled to- 78 C. A 3M solution of MeMgBr in THF (25 mL, 75 mmol, 5 equiv. ) was added over 3 h, keeping the internal temperature AT-78 C. The mixture was stirred for a further 0.5 h, quenched with 100 ml H20, and neutralized with aw. HC1. Extraction (EtOAc) gave 1- (2-AMINO-4, 6-dichloro-pyrimidin-5-yl) -ethanol as a pale yellow solid (2.5 g, 76%) which was used without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5604-46-6, 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; CONFORMA THERAPEUTICS CORPORATION; WO2005/28434; (2005); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5604-46-6, 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, 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, Recommanded Product: 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, blongs to pyrimidines compound. Recommanded Product: 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde

4, 6-DICHLORO-2-AMINO-5-FORMYLPYRIMIDINE (1.90 g, 9.89 mmol) and diisopropylethylamine (3.30 ml, 18.95 mmol) were dissolved in anhydrous 1,4-dioxane (25.0 ml). The mixture was stirred on an ice bath and 4-ethyl ester piperidine (1.46 ml, 9.47 mmol) dissolved in dioxane (25.0 ml) was added dropwise. The mixture attained room temperature and after 30 min. the desired product was observed by LCMS m/z 313 (M+H+). The solvent was removed under reduced pressure, and the crude residue dissolved in dioxane (20 ml), to it were added diisopropylethylamine (6,31 ml, 36.22 mmol) and 2-Methyl-5-trifluoromethyl-2H-pyrazol-3- ol (3.95 g, 23.77 mmol). The mixture heated at 90 C for 18 h. Aqueous work up yielded a pale orange solid. Recrystalization from ether and hexanes, followed by filtration of the solid yielded white crystals. Yield 50. 28%,’H NMR 400MHZ DMSO 8 (ppm): 9.90 (s, 1H); 7.42 (d, 2H); 6.76 (s, 1H); 4.09 (M, 2H); 3.95 (d, 2H); 3.76 (s, 3H); 3.09 (M, 2H); 2.63 (M, 1H); 1.90 (M, 2H); 1. 66 (M, 2H); 1.19 (t, 3H). LCMS (ESI) m/z 443 (M+H+, 100 %)

The synthetic route of 5604-46-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARENA PHARMACEUTICALS INC.; WO2004/65380; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 5604-46-6, Adding some certain compound to certain chemical reactions, such as: 5604-46-6, name is 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde,molecular formula is C5H3Cl2N3O, 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 5604-46-6.

Intermediate 30Ethyl 2-(2-amino-6-chloro-5-formylpyrimidin-4-ylthio)acetate To a stirred suspension of 2-amino-4,6-dichloropyrimidine-5-carbaldehyde (Intermediate 29, 10.66 g, 55.52 mmol) in ethanol (100 mL), triethylamine (8.51 mL, 61.07 mmol) and ethyl 2- mercaptoacetate (6.12 mL, 55.52 mmol) were added. The reaction mixture was stirred at room temperature for 3 h. The precipitate was collected by filtration and washed with water, then recrystallized from 2-propanol, and dried in vacuo to afford 12.6 grams of the title compound. Reference: Tumkevicius, S. et al., J. Heterocyclic Chem., 2006, 43, 1629-33. LC/MS (ES+)[(M+H)+]: 276, 278 for C9Hi0ClN3O3S. 1R NMR (300 MHz, d6-DMSO): 1.19 (t, 3H), 3.98 (s, 2H), 4.10 (q, 2H), 7.95 (s, IH), 8.25 (s, IH), 10.08 (s, IH).

According to the analysis of related databases, 5604-46-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/27732; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 5604-46-6, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 5604-46-6, name is 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of 112a (253 mg, 1.1 mmol) and 112b (192 mg, 1.0 mmol) was added DMF (20 ml) and the reactionmixture was stirred at room temperature overnight. Thenpoured the mixture into ice/saturated sodium bicarbonatesolution (40 ml). The precipitated solid was collected by filtration and washed with watet The solid was taken in DMF (10 ml) and added gl. acetic acid (10 drops). Thereaction mixture was stirred at room temperature overnightand processed as above. The solid thus obtained (223 mg)was taken in dichloromethane (10 ml) and treated with DDQ (138 mg, 0.6 mmol) at room temperature for 1 hr. The reaction mixture was diluted with chloroform (30 ml) and washed with saturated sodium bicarbonate solution (50 ml). Separated the organic layer, and the aqueous layer was extracted with EtOAc (50 ml). Combined the organic layers, dried (Na2 SO4), filtered and concentrated to provide 11 2cwhich was taken further without any purification. Conversion of 112c (0.6 mmol) to required product 112 followed procedures described above (Procedure H, Step 3). Crude 112 thus obtained was treated with excess di-tert-butyl dicarbonate (440 mg), catalytic DMAP (10 mg) in THF (8ml) at room temperature, overnight. The reaction mixture was processed using EtOAc (50 ml) and brine (50 ml). The organic layer was separated, dried (Na2504), filtered and concentrated. The residue was purified using silica gel (prepacked, 40 g cartridge) with 20/80 to 70/30 of EtOAc/ hexanes. This resulted in 32 mg of product containing two t-boc groups. This material was deprotected with 4M HC1 in dioxane (5 ml) at room temperature, overnight. The reaction mixture was concentrated, and the residue purified using silica gel (prepacked, 12 g cartridge) with 1/99 to 12/88 of MeOH/chloroform to provide 6 mg of 112 as a light brown solid.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 5604-46-6, 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde.

Reference:
Patent; Merck Sharp & Dohme Corp.; Southern Research Institute; Arasappan, Ashok; Njoroge, F. George; Kwong, Cecil D.; Ananthan, Subramaniam; Bennett, Frank; Velazquez, Francisco; Girijavallabhan, Vinay M.; Huang, Yuhua; Kezar, III, Hollis S.; Maddry, Joseph A.; Reynolds, Robert C.; Roychowdhury, Abhijit; Fowler, Anita T.; Secrist, III, John A.; Kozlowski, Joseph A.; Shankar, Bandarpalle B.; Tong, Ling; Kim, Seong Heon; MacCoss, Malcolm; Venkatraman, Srikanth; Verma, Vishal; (798 pag.)US9433621; (2016); B2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 5604-46-6, name is 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, the common compound, a new synthetic route is introduced below. Recommanded Product: 5604-46-6

A mixture of 2-amino-4,6-dichloropyrimidine-5-carbaldehyde (A-1) (9.6 g, 50 mmol), THF (150 mL), and water (50 mL) at 50 C was treated with a solution of hydrazine hydrate (5.1 mL, 100 mmol) in water (50 mL) at room temperature while stirring under nitrogen. Ten mins after addition, the reaction mixture was poured into ice-cold water (250 mL). The THF was evaporated and the remaining aqueous suspension was filtered to give 4-chloro-lH-pyrazolo[3,4-d]pyrimidin-6-amine (A-2) (7.86 g, 93% yield). A small portion was recrystallized from DMF/ water. 1H NMR (500 MHz, DMSO) delta ppm 7.15 (s, 2H), 7.95 (s, 1H), 13.25 (s, 1H). MS (M+l): 170, 172 (1 CI).

The synthetic route of 5604-46-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; TING, Pauline, C.; MA, Shuguang; BLUMENKRANTZ, Neil; CHOWDBURY, Swapan; NEUSTADT, Bernard, R.; WO2012/135084; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 5604-46-6 ,Some common heterocyclic compound, 5604-46-6, molecular formula is C5H3Cl2N3O, 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.

PRODUCTION EXAMPLE 5, METHOD A-5 2-Amino-6-chloro-4-[[(3-(2-phenylethyl)-1-hydroxymethyl-1-cyclobutyl)methyl]amino]-5-formylpyrimidine (compound No. 71) 1-Hydroxymethyl-3-(2-phenylethyl)-1-cyclobutylmethylamine (3.51 g, 0.016 mol) was dissolved in ethanol (60 ml), and 2-amino-4,6-dichloro-5-formylpyrimidine (3.07 g, 0.016 mol) and triethylamine (6 ml) were added, which was followed by reflux for 2 hours. The solvent was distilled away under reduced pressure and chloroform was added to the residue. The mixture was washed with water and dried over anhydrous magnesium sulfate. The solvent was distilled away under reduced pressure and the residue was purified by silica gel column chromatography (chloroform, later chloroform_methanol=100:1) to give pale-yellow crystals (2.4 g, 40.0%), m.p. 130-137 C. (ether).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5604-46-6, its application will become more common.

Reference:
Patent; Nippon Shoji Kaisha Ltd.; US6080750; (2000); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia