Category: 171887-03-9

Related Products of 171887-03-9 , The common heterocyclic compound, 171887-03-9, name is N-(2-Amino-4,6-dichloropyrimidine-5-yl)formamide, molecular formula is C5H4Cl2N4O, 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.

2-Amino-4,6-dichloro-5-formamidopyrimidine (0.8g; 3.8mmol) and DIPEA (1.7mL; 10.0mmol) were added to a solution of 4-amino-3-hydroxy-1-trityloxymethylphospholane 1-oxide 18 (1.0g; 2.5mmol) in n-butanol (25mL). The reaction mixture was stirred for 16h at 130C and evaporated. The residue was treated 16h at 60C with concentrated hydrochloric acid/ methanol 1/ 10 (25mL), diluted with water (100mL) and treated with Dowex H+ (10g). The resin was filtered off and washed with methanol (100mL) and water (100mL). The product was washed off of the resin with 5% aqueous ammonia (100mL), evaporated, purified by preparative HPLC (isocratically water) and freeze-dried from water to yield 0.36g (48%) of white lyofilisate. HRMS (FAB) calcd for C10H15N5O4P (M+H)+ 300.0862, found 300.0861. IR numax (KBr) 3480, 3438, 3318, 3215, 3138, 3119, 2732, 1747, 1688, 1658, 1641, 1628, 1589, 1578, 1544, 1480, 1421, 1400, 1386, 1324, 1224, 1166, 1062, 1050, 1036, 778, 734, 634. NMR data-see Tables 2-4.

The synthetic route of 171887-03-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Pav, Ond?ej; Zbornikova, Eva; Bud??insky, Milo?; Rosenberg, Ivan; Tetrahedron; vol. 69; 43; (2013); p. 9120 – 9129;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 171887-03-9, N-(2-Amino-4,6-dichloropyrimidine-5-yl)formamide, 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, Computed Properties of C5H4Cl2N4O, blongs to pyrimidines compound. Computed Properties of C5H4Cl2N4O

Intermediate 1 RRN 104-[2-Amino-6-chloro-5-(formylamino)pyrimidin-4-yl]piperazine-1-carboxylic acid tert-butyl ester [0221] To a suspension of N-(2-amino-4,6-dichloropyrimidin-5-yl)formamide (10.0 g, 48.3 mmol) in 1,4-dioxane (400 mL) were added N,N-diisopropylethylamine (12.7 mL, 72.5 mmol) and piperazine-1-carboxylic acid tert-butyl ester (9.8 g, 53.1 mmol). The mixture was stirred at 55 C. for 1 h. The solvent was removed in vacuo and the residue was partitioned between DCM and water. The aqueous phase was extracted with further DCM and the combined organic fractions were washed with brine, then dried (Na2SO4) and evaporated in vacuo to give the title compound (17.1 g, 100%) as a white solid. LCMS (ES+) 357.4 (M+H)+, RT 1.08 minutes (method 3).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,171887-03-9, N-(2-Amino-4,6-dichloropyrimidine-5-yl)formamide, and friends who are interested can also refer to it.

Reference:
Patent; Brookings, Daniel Christopher; Ford, Daniel James; Franklin, Richard Jeremy; Ghawalkar, Anant Ramrao; Kulisa, Claire Louise; Neuss, Judi Charlotte; Reuberson, James Thomas; US2014/315885; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 171887-03-9, N-(2-Amino-4,6-dichloropyrimidine-5-yl)formamide, 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, 171887-03-9, blongs to pyrimidines compound. Application In Synthesis of N-(2-Amino-4,6-dichloropyrimidine-5-yl)formamide

To a slurry of N-(2-amino-4,6-dichloro-5-pyrimidinyl) formamide (70 gm) in ethanol (700 ml), pulverized sodium bicarbonate (56.80 g) was added at -230C and heated to 75-8O0C. A solution of 4-amino-2-hydroxymethylbutan-l-ol (45 gm, -95% purity) in a mixture of ethanol (200 ml) and water (20 ml) was slowly added to the refluxing reaction mass in -60 minutes. The mixture was stirred at 75-8O0C for 90 minutes and cooled to -230C. The precipitated salts (~45g) were filtered off and then washed with ethanol (100ml). The filtrate and washings were combined and treated with activated charcoal (3 g). The solution was filtered through celite to remove carbon and the residue washed with ethanol (40 ml). To the filtrate, triethylamine (38 g) and 10% palladium on carbon (50% water paste, 10 g) were added. The slurry was transferred to an autoclave and hydrogenated at 5O0C and 5-6 kg/cm2 for 18 hrs. After completion of the reaction, the catalyst was removed by filtration and the residue was washed with ethanol (50 ml). The combined filtrate (~1150 ml) was concentrated to -300 ml under reduced pressure at <60C. The concentrate was cooled to 230C and a solution of hydrogen chloride in ethanol (118 gm, 15% w/w) was added to the reaction mass. The resulting light yellow coloured reaction mass was stirred for 5-10 minutes and triethylorthoformate (23Og) was added. The reaction solution was heated to 45- 5O0C and continued stirring at 45-5O0C for 3 hrs. Thereafter a mixture of 6.4g concentrated hydrochloric acid and 9.6 g water was added. Stirring was continued at 45-5O0C for 90 minutes, to crystallize the product. The suspension was cooled to 15-180C, stirred for 60 minutes and the product was filtered. The wet product was washed with ethanol (2 x 50ml, 250C), and dried at 5O0C under reduced pressure to constant weight. (Yield 50.5 gm; light yellow powder, HPLC purity >97%.)This product can be taken as such for famciclovir preparation or can be purified by a process described below:The above obtained product (50.5 gm) was suspended in a mixture of ethanol (220 ml) and water (7 ml) and the slurry was refluxed for 30-40 minutes. Thereafter, cooled the mass to 8-1O0C and maintained for 1 hr. Product was filtered, washed with ethanol (60 ml), and dried at 5O0C under reduced pressure to constant weight. (Yield 43.8gm; off white powder, HPLC purity > 99.3 %.)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,171887-03-9, its application will become more common.

Reference:
Patent; AUROBINDO PHARMA LIMITED; WO2008/72074; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 171887-03-9, 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 171887-03-9, name is N-(2-Amino-4,6-dichloropyrimidine-5-yl)formamide. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 82 25 (20 g, 53 mmol) in 85 n-BuOH (300 mL) was added 86 DIPEA (28 mL) and 90 2-amino-4,6-dichloro-5-formamidopyrimidine (13.2 g, 64 mmol). Resulting mixture was heated in a sealed vessel at 160 C. for 24 h. Volatiles were evaporated, column chromatography (70 AcOEt in 29 toluene 20-100%) afforded title compound (21 g, 75%) as a light yellow solid: 1H NMR (401 MHz, DMSO-d6) delta 8.25 (s, 1H), 6.81 (s, 2H), 4.87 (t, J=5.3 Hz, 1H), 4.74 (q, J=9.5 Hz, 1H), 4.49 (dd, J=9.6, 4.2 Hz, 1H), 4.01 (d, J=4.1 Hz, 1H), 3.57 (ddd, J=11.0, 8.0, 5.2 Hz, 1H), 3.49 (dt, J=11.0, 5.6 Hz, 1H), 2.27 (dt, J=13.4, 9.7 Hz, 1H), 2.11-2.01 (m, 1H), 1.76 (ddd, J=14.0, 9.5, 5.2 Hz, 1H), 0.91 (s, 9H), 0.65 (s, 9H), 0.11 (s, 3H), 0.08 (s, 3H), -0.16 (s, 3H), -0.51 (s, 3H); 13C NMR (101 MHz, DMSO-d6) delta 159.56, 154.42, 149.50, 142.87, 124.09, 75.99, 74.55, 63.22, 58.88, 46.12, 27.71, 26.05, 25.66, 18.01, 17.61, -4.31, -4.42, -5.54; ESI MS m/z (%): 528.3 (100) [M+H], 550.2 (49) [M+Na]; HRMS ESI (C23H43O3N5ClSi2) calculated: 528.25875; found: 528.25868.

According to the analysis of related databases, 171887-03-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; INSTITUTE OF ORGANIC CHEMISTRY AND BIOCHEMISTRY ASCR,V.V.I.; Birkus, Gabriel; Pav, Ondrej; Jandusik, Tomas; Rosenberg, Ivan; Nencka, Radim; US2019/185510; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 171887-03-9, 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 171887-03-9 as follows.

[0374] To a solution of 5 (20 g, 53 mmol) in n-BuOH (300 mL) was added DIPEA (28 mL) and 2-amino-4,6-dichloro-5-formamidopyrimidine (13.2 g, 64 mmol). Resulting mixture was heated in a sealed vessel at 160C for 24 h. Volatiles were evaporated, column chromatography (AcOEt in toluene 20-100%) afforded title compound (21 g, 75%) as a light yellow solid: 1H NMR (401 MHz, DMSO-d6) d 8.25 (s, 1H), 6.81 (s, 2H), 4.87 (t, J = 5.3 Hz, 1H), 4.74 (q, J = 9.5 Hz, 1H), 4.49 (dd, J = 9.6, 4.2 Hz, 1H), 4.01 (d, J = 4.1 Hz, 1H), 3.57 (ddd, J = 11.0, 8.0, 5.2 Hz, 1H), 3.49 (dt, J = 11.0, 5.6 Hz, 1H), 2.27 (dt, J = 13.4, 9.7 Hz, 1H), 2.11- 2.01 (m, 1H), 1.76 (ddd, J = 14.0, 9.5, 5.2 Hz, 1H), 0.91 (s, 9H), 0.65 (s, 9H), 0.11 (s, 3H), 0.08 (s, 3H), -0.16 (s, 3H), -0.51 (s, 3H); 13C NMR (101 MHz, DMSO-d6) d 159.56, 154.42, 149.50, 142.87, 124.09, 75.99, 74.55, 63.22, 58.88, 46.12, 27.71, 26.05, 25.66, 18.01, 17.61, -4.31, -4.42, -5.54; ESI MS m/z (%): 528.3 (100) [M+H], 550.2 (49) [M+Na]; HRMS ESI (C23H43O3N5ClSi2) calculated: 528.25875; found: 528.25868.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,171887-03-9, its application will become more common.

Reference:
Patent; INSTITUTE OF ORGANIC CHEMISTRY AND BIOCHEMISTRY ASCR, V.V.I.; BIRKUS, Gabriel; DEJMEK, Milan; NENCKA, Radim; PAV, Ondrej; SALA, Michal; (206 pag.)WO2019/211799; (2019); 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.171887-03-9, name is N-(2-Amino-4,6-dichloropyrimidine-5-yl)formamide, molecular formula is C5H4Cl2N4O, molecular weight is 207.02, as common compound, the synthetic route is as follows.Computed Properties of C5H4Cl2N4O

2-Amino-4,6-dichloro-5-formamidopyrimidine (0.8g; 3.8mmol) and DIPEA (1.7mL; 10.0mmol) were added to a solution of 4-amino-3-hydroxy-1-trityloxymethylphospholane 1-oxide 15 (1.0g; 2.5mmol) in n-butanol (25mL). The reaction mixture was stirred for 16h at 130C and evaporated. The residue was treated 16h at 60C with concentrated hydrochloric acid/ methanol 1/ 10 (25mL), diluted with water (100mL) and treated with Dowex H+ (10g). The resin was filtered off and washed with methanol (100mL) and water (100mL). The product was washed off of the resin with 5% aqueous ammonia (100mL), evaporated, purified by preparative HPLC (isocratically water) and freeze-dried from water to yield 0.34g (45%) of white lyofilisate. HRMS (FAB) calcdfor C10H15N5O4P (M+H)+ 300.0862, found 300.0865. IRnumax (KBr) 3403, 3322, 3200, 3161, 3113, 1736, 1689, 1633, 1610, 1572, 1539, 1484, 1408, 1390, 1324, 1218, 1152, 1073, 1054, 784, 777, 729, 639. NMR data-see Tables 2-4

At the same time, in my other blogs, there are other synthetic methods of this type of compound,171887-03-9, N-(2-Amino-4,6-dichloropyrimidine-5-yl)formamide, and friends who are interested can also refer to it.

Reference:
Article; Pav, Ond?ej; Zbornikova, Eva; Bud??insky, Milo?; Rosenberg, Ivan; Tetrahedron; vol. 69; 43; (2013); p. 9120 – 9129;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 171887-03-9, Adding some certain compound to certain chemical reactions, such as: 171887-03-9, name is N-(2-Amino-4,6-dichloropyrimidine-5-yl)formamide,molecular formula is C5H4Cl2N4O, 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 171887-03-9.

To a solution ofN-(2-amino-4,6-dichloropyrimidin-5-yl)formamide (12 g, 57 mmol) in THF (250 mL) was added Lawesson’s reagent (17.5 g, 43 mmol). The reaction mixture was stirred at 65C for 30 minutes. The reaction mixture was then filtered, and the filtrate was concentrated. The crude yellow solid obtained was triturated using diethyl ether to afford the title compound (10 g, 93.4%) as a pale yellow solid. LCMS (ES+) 186.95 (M+H)+, RT 1.31 minutes (method 1).

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. 171887-03-9, N-(2-Amino-4,6-dichloropyrimidine-5-yl)formamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UCB PHARMA S.A.; KATHOLIEKE UNIVERSITEIT LEUVEN, K.U.LEUVEN R&D; BROOKINGS, Daniel Christopher; FORD, Daniel James; FRANKLIN, Richard Jeremy; GHAWALKAR, Anant Ramrao; KULISA, Claire Louise; NEUSS, Judi Charlotte; REUBERSON, James Thomas; WO2013/68458; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 171887-03-9, 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. 171887-03-9, name is N-(2-Amino-4,6-dichloropyrimidine-5-yl)formamide, molecular formula is C5H4Cl2N4O, The 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.

5.7 mmol) and DIPEA (2.6 mL; 15.2 mmol) were added to a solutionof 3-amino-1-trityloxymethylphospholane 1-oxide 15 (1.5 g;3.8 mmol) in n-butanol (50 mL). The reaction mixture was stirredfor 40 h at 130 C and evaporated. 3-(2-Amino-6-chloropurine-9-yl)-1-trityloxymethylphospholane 1-oxide 23 was purified bychromatography on silica gel (first isocraticwash with 50% acetone/toluene, second elution with gradient of 0e10% ethanol in chloroform).ESI-MS calcd for C29H28ClN5O2P (M H) 544.2, 546.2 found544.1, 546.1.

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 171887-03-9, N-(2-Amino-4,6-dichloropyrimidine-5-yl)formamide.

Reference:
Article; Pav, Ond?ej; Bud??insky, Milo?; Rosenberg, Ivan; Tetrahedron; vol. 73; 34; (2017); p. 5220 – 5228;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 171887-03-9, Adding some certain compound to certain chemical reactions, such as: 171887-03-9, name is N-(2-Amino-4,6-dichloropyrimidine-5-yl)formamide,molecular formula is C5H4Cl2N4O, 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 171887-03-9.

Example 25 Preparation of (1R,4S)-1-[(2-amino-6-chloro-5-formamido-4-pyrimidinyl)amino]-4-(hydroxymethyl)-2-cyclopentene 145.2 ml of a solution of (1R,4S)-1-amino-4-hydroxymethyl-2-cyclopentene (preparation similar to that in Example 14) were concentrated to 25.5 ml and filtered through Celite. The filter cake was washed with 7.5 ml of water. The filtrate contained 17.7 mmol of the above compound (HPLC) and was adjusted from pH 6.6 to pH 1 with conc. HCl and then extracted 3 times with 20 ml of isobutanol. The organic phase was discarded. The aqueous phase was adjusted to pH 12 with 30% strength NaOH and extracted 3 times with 10 ml of isobutanol. The combined organic phases were evaporated to 15 ml and 2.53 g of triethylamine were added. A solution of 2.07 g of N-(2-amino-4,6-dichloro-5-pyrimidinyl)formamide in 40 ml of ethanol was added to the mixture as in Example 24. The mixture was stirred at 80 C. for 16 h. Working up as in Example 22 resulted in 2.4 g of title compound. The yield was 85%.

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. 171887-03-9, N-(2-Amino-4,6-dichloropyrimidine-5-yl)formamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Lonza AG; US6137007; (2000); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 171887-03-9, Adding some certain compound to certain chemical reactions, such as: 171887-03-9, name is N-(2-Amino-4,6-dichloropyrimidine-5-yl)formamide,molecular formula is C5H4Cl2N4O, 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 171887-03-9.

7-Chloro-3-r6-ri-hvdroxy-l-methylethyl1pyridine-2-ylmethyl)-3H-ri,2,31triazolor4.5- Patent; VERNALIS (R&D) LIMITED; WO2009/156737; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia