Category: 123240-66-4

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. 123240-66-4, name is N-(4,6-Dichloropyrimidin-5-yl)formamide, the common compound, a new synthetic route is introduced below. Safety of N-(4,6-Dichloropyrimidin-5-yl)formamide

4,6-Dichloro-5-formamidopyrimidine 20 (0.6 g; 3.3 mmol) andDIPEA (1.8 mL; 10.4 mmol) were added to a solution of 3-amino-1-trityloxymethylphospholane 1-oxide 16 (1.0 g; 2.6 mmol) in nbutanol(25 mL). The reaction mixturewas stirred for 40 h at 130 Cand evaporated. The residue was treated 5 days at r.t. with aqueousammonia/acetonitrile 1/1 (25 mL) and evaporated. The crudeadenine derivativewas treated at 60 C for 16 h with 80% acetic acidin water (100 mL), diluted with water (100 mL) and treated withDowex 50 (H form, 5 g). The resinwas filtered off andwashed withmethanol (100 mL) and water (100 mL). The product was washedoff of the resin with 5% aqueous ammonia (100 mL), evaporated,purified by preparative HPLC (elution with gradient of 0e20%methanol in water) and freeze-dried from water to yield 0.37 g(54%) of white lyofilisate.IR nmax (KBr) 3316, 3153, 2925, 2855, 1650, 1605, 1574, 1485,1425, 1335, 1310, 1212, 1174, 1146, 1081, 796, 730, 644.HRMS (FAB) calcd for C10H15N5O2P (M H) 268.0963, found268.0962.

The synthetic route of 123240-66-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Pav, Ond?ej; Bud??insky, Milo?; Rosenberg, Ivan; Tetrahedron; vol. 73; 34; (2017); p. 5220 – 5228;,
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. 123240-66-4, name is N-(4,6-Dichloropyrimidin-5-yl)formamide, the common compound, a new synthetic route is introduced below. Safety of N-(4,6-Dichloropyrimidin-5-yl)formamide

4,6-Dichloro-5-formamidopyrimidine 20 (0.6 g; 3.3 mmol) andDIPEA (1.8 mL; 10.4 mmol) were added to a solution of 3-amino-1-trityloxymethylphospholane 1-oxide 16 (1.0 g; 2.6 mmol) in nbutanol(25 mL). The reaction mixturewas stirred for 40 h at 130 Cand evaporated. The residue was treated 5 days at r.t. with aqueousammonia/acetonitrile 1/1 (25 mL) and evaporated. The crudeadenine derivativewas treated at 60 C for 16 h with 80% acetic acidin water (100 mL), diluted with water (100 mL) and treated withDowex 50 (H form, 5 g). The resinwas filtered off andwashed withmethanol (100 mL) and water (100 mL). The product was washedoff of the resin with 5% aqueous ammonia (100 mL), evaporated,purified by preparative HPLC (elution with gradient of 0e20%methanol in water) and freeze-dried from water to yield 0.37 g(54%) of white lyofilisate.IR nmax (KBr) 3316, 3153, 2925, 2855, 1650, 1605, 1574, 1485,1425, 1335, 1310, 1212, 1174, 1146, 1081, 796, 730, 644.HRMS (FAB) calcd for C10H15N5O2P (M H) 268.0963, found268.0962.

The synthetic route of 123240-66-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Pav, Ond?ej; Bud??insky, Milo?; Rosenberg, Ivan; Tetrahedron; vol. 73; 34; (2017); p. 5220 – 5228;,
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. 123240-66-4, name is N-(4,6-Dichloropyrimidin-5-yl)formamide, the common compound, a new synthetic route is introduced below. category: pyrimidines

4.3 (1S?,2S?,4S?)-4-(6-Chloro-9H-purin-9-yl)bicyclo[2.2.1]heptan-2-ol (9) A solution of 7 (2.3 g, 14 mmol), 4,6-dichloro-5-aminopyrimidine (3.4 g, 21 mmol) and DIPEA (7.9 mL, 56 mmol) in n-butanol (80 mL) was heated in a sealed microwave vessel at 160 C for 4 h. The resulting reaction intermediate was purified by chromatography on silica gel (toluene-ethyl acetate = 1:4), dissolved in a mixture of triethyl ortoformate (300 mL) and concd HCl (4 mL) and stirred at room temperature for 3-5 d, and then evaporated. This oily residue was dissolved in a mixture of THF and 1M hydrochloric acid (1:1, 125 mL) and stirred at rt for 4 h. After neutralization with sodium hydrogencarbonate, all volatiles were evaporated and the product was purified by column chromatography (ethyl acetate-toluene-acetone-ethanol 17:4:3:1) and crystallization from a toluene-cyclohexane mixture to afford 9 (2.1 g, 55%) as white crystals (mp = 155-157 C). 1H NMR (500 MHz, DMSO): delta 1.35 (dddd, 1H, Jgem = 12.4, J6en-5en = 9.2, J6en-5ex = 4.8, J6en-7b = 2.1, H-6endo), 1.75 (dm, 1H, Jgem = 12.4, H-3exo), 1.79 (tdd, 1H, Jgem = J6ex-5ex = 12.3, J6ex-1 = 5.1, J6ex-5en = 4.2, H-6exo), 1.90 (m, 1H, H-5exo), 2.01 (dddd, 1H, Jgem = 11.3, J5en-6en = 9.1, J5en-6ex = 4.1, J5en-7b = 2.3, H-5endo), 2.05 (dm, 1H, Jgem = 9.1, H-7a), 2.19 (dm, 1H, J1-6ex = 5.0, H-1), 2.49 (m, 1H, H-7b), 2.54 (ddd, 1H, Jgem = 12.5, J3en-2 = 6.9, J3en-7a = 2.4, H-3endo), 3.87 (m, 1H, H-2), 4.93 (d, 1H, JOH-2 = 3.5, OH), 8.71 (s, 1H, H-8′), 8.77 (s, 1H, H-2′). 13C NMR (125.8 MHz, DMSO): delta 24.04 (C-6), 32.65 (C-5), 37.57 (C-7), 42.69 (C-1), 45.85 (C-3), 65.17 (C-4), 72.67 (C-2), 131.72 (C-5′), 146.59 (C-8′), 149.37 (C-6′), 151.28 (C-2′), 152.43 (C-4′). ESI MS m/z (%): 265.2 (100) [M+H]. For C12H13N4OCl (262.69): calculated: 54.45; C, 4.95; H, 21.17; N, 13.39; Cl; found: 54.49; C, 5.08; H, 21.26; N, 12.99; Cl.

The synthetic route of 123240-66-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Dejmek, Milan; Hrebabecky, Hubert; Sala, Michal; Dracinsky, Martin; Prochazkova, Eliska; Leyssen, Pieter; Neyts, Johan; Balzarini, Jan; Nencka, Radim; Bioorganic and Medicinal Chemistry; vol. 22; 11; (2014); p. 2974 – 2983;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 123240-66-4, N-(4,6-Dichloropyrimidin-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, Product Details of 123240-66-4, blongs to pyrimidines compound. Product Details of 123240-66-4

a 4-Chloro-6-[[4-(diethoxyphosphoryl)butoxy]amino]-5-formamidopyrimidine 4,6-Dichloro-5-formamidopyrimidine (0.441 g, 2.3 mmol), diethyl 4-(aminooxy)butylphosphonate (0.4 g, 1.77 mmol) and N,N-diisopropylethylamine (0.8 ml, 4.6 mmol) in diglyme (15 ml) were stirred at 100 C. for 2.5 hr. The reaction mixture was then allowed to cool, the hydrochloride of N,N-diisopropylethylamine was filtered off and the filtrate was diluted with chloroform (150 ml). The resulting solution was washed with 4% aq. NaHCO3 (1*20 ml) and water (1*20 ml). The combined aqueous layers were extracted with chloroform (6*20 ml) and the combined chloroform solutions were concentrated to an oil. The residue was chromatographed on silica gel (eluted with chloroform: ethanol, 96:4) to yield the title compound (0.520 g, 77%). 1 H NMR: deltaH [(CD3)2 SO] 1.22 (6H, t, J=7Hz, (OCH2 CH3)2), 1.68 (6H, m, CH2 CH 2 CH2 P), 3.9 (2H, m, NOCH2), 3.97 (4H, m, (OCH2 CH3)2), 8.14 (1H, s, H-2), 9.5 (1H, br.s, NHOCH2, D2 O exchangeable), 11.0 (1H, NHCHO, D2 O exchangeable).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,123240-66-4, N-(4,6-Dichloropyrimidin-5-yl)formamide, and friends who are interested can also refer to it.

Reference:
Patent; Beecham p.l.c.; US5166198; (1992); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 123240-66-4, N-(4,6-Dichloropyrimidin-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, Product Details of 123240-66-4, blongs to pyrimidines compound. Product Details of 123240-66-4

a 4-Chloro-6-[[4-(diethoxyphosphoryl)butoxy]amino]-5-formamidopyrimidine 4,6-Dichloro-5-formamidopyrimidine (0.441 g, 2.3 mmol), diethyl 4-(aminooxy)butylphosphonate (0.4 g, 1.77 mmol) and N,N-diisopropylethylamine (0.8 ml, 4.6 mmol) in diglyme (15 ml) were stirred at 100 C. for 2.5 hr. The reaction mixture was then allowed to cool, the hydrochloride of N,N-diisopropylethylamine was filtered off and the filtrate was diluted with chloroform (150 ml). The resulting solution was washed with 4% aq. NaHCO3 (1*20 ml) and water (1*20 ml). The combined aqueous layers were extracted with chloroform (6*20 ml) and the combined chloroform solutions were concentrated to an oil. The residue was chromatographed on silica gel (eluted with chloroform: ethanol, 96:4) to yield the title compound (0.520 g, 77%). 1 H NMR: deltaH [(CD3)2 SO] 1.22 (6H, t, J=7Hz, (OCH2 CH3)2), 1.68 (6H, m, CH2 CH 2 CH2 P), 3.9 (2H, m, NOCH2), 3.97 (4H, m, (OCH2 CH3)2), 8.14 (1H, s, H-2), 9.5 (1H, br.s, NHOCH2, D2 O exchangeable), 11.0 (1H, NHCHO, D2 O exchangeable).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,123240-66-4, N-(4,6-Dichloropyrimidin-5-yl)formamide, and friends who are interested can also refer to it.

Reference:
Patent; Beecham p.l.c.; US5166198; (1992); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 123240-66-4, 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 123240-66-4 as follows.

a) 4-Chloro-6-[3-(diethoxyphosphorylmethoxy)proooxvamino]-5-formamidopyrimidine A mixture of diethyl 3-aminooxypropoxymethylphosphonate (1.0 g, 4.15 mmol), 4,6-dichloro-5-formamidopyrimidine (0.80 g, 4.15 mmol) and diisopropylethylamine (2.16 ml, 12.45 mmol) in diglyme (25 ml) was heated at 100 C. for 2 h. The solvent was then removed in vacuo and the residue chromatographed in chloroform/methanol (50:1) to give 4-chloro-6-[3-(diethoxyphosphorylmethoxy)propoxyamino]-5-formamidopyrimidine (1.lg, 67%) as a brown oil; numax (film) 1600, 1570, 1220, 1030 cm-1; deltaH [(CD3)2 SO] 1.23(6H, t, J7.2 Hz, (CH3 CH2 O)2), 1.85(2H, m, CH2 CH2 CH2), 3.63(2H, t, J6 Hz, CH2 OCH2 P), 3.79(2H, d, J8.3 Hz, CH2 P), 3.94(2H, t, J6.1Hz, CH2 ON), 4.04(4 H, m, (CH3 CH2 O)2), 8.15(1H, s, H-2), 9.50(1H, br s, D2 O exchangeable, NH), 10.50-12.00(1H, br s, NH); Found: C, 39.37; H, 5.69; N, 13.82%; M+ 396.0963; C13 H22 ClN4 O6 P requires: C, 39.35; H, 5.59; N, 14.12%; M+ 396.0966.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,123240-66-4, its application will become more common.

Reference:
Patent; Beecham Group P.l.c.; US5055458; (1991); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia