Tag: M.W:100-200

Synthetic Route of 5751-20-2, Adding some certain compound to certain chemical reactions, such as: 5751-20-2, name is 2-(Methylthio)pyrimidin-4(3H)-one,molecular formula is C5H6N2OS, 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 5751-20-2.

Preparation of 2-(3-chlorophenylamino)pyrimidin-4(3H)-one (2); To 2-(methyl-thio)pyrimidine-4(3H)-one, 1, (4.88 g, 34.37 mmol) in diglyme (20 mL) is added 3-chloroaniline (4.3 mL, 68.74 mmol). The resulting mixture is heated to reflux and stirred for 18 hours. A solid forms upon cooling the mixture to room temperature. The solid is washed with hexanes to afford 5.0 g (66percent yield) of the desired compound. 1H NMR (DMSO-d6, 300 MHz): delta 5.91 (d, J=5.7 Hz, 2H), 7.05 (d, J=7.5 Hz, 1H), 7.11 (br s, 1H), 7.32 (t, J=7.8, 15.9 Hz, 1H), 7.45 (d, J=7.8 Hz, 1H), 7.86 (d, J=4.5 Hz, 1H), 7.94 (s, 1H).

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. 5751-20-2, 2-(Methylthio)pyrimidin-4(3H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Djung, Jane Far-Jine; Golebiowski, Adam; Hunter, Jack A.; Shrum, Gary P.; US2007/293494; (2007); A1;; ; Patent; DJUNG, Jane Far-Jine; Golebiowski, Adam; Hunter, Jack A.; Shrum, Gary P.; US2007/293525; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 3764-01-0, name is 2,4,6-Trichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. name: 2,4,6-Trichloropyrimidine

i22 i23 2,4,6-Trichloropyrimidine (Manchester Organics, product number Y17832, 1 1.2 g, 61 mmol, 1.0 eq.), N,N-diisopropylethylamine (23.3 mL, 134.2 mmol, 2.2 eq.) and morpholine (1 1.7 mL, 134.2 mmol, 2.2 eq.) are charged in a flask and dissolved in ethanol (120 mL). The flask is equipped with a refluxed condenser and placed in an oil bath preheated at 100 C. The reaction mixture is stirred at this temperature for 18 hours. After this time, the reaction mixture is cooled down to room temperature and volatiles are removed under reduced pressure. The resulting mixture is dissolved in dichloromethane (100 mL) and washed twice with an aqueous solution of sodium bisulfate (2 x 80 mL). The organic layer is dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure using a rotary evaporator. Products i22 and i23 are isolated by flash chromatography on silica gel (cyclohexane / ethyl acetate 3 : 1 to 1 : 1). The product fractions are pooled and evaporated to yield i22 as a colorless powder (13.8 g, 80%) and i23 as a colorless powder (2.2 g, 13% yield). 4,4′-(6-chloropyrimidine-2,4-diyl)dimorpholine (i22): 1H NMR (400 MHz, CDC13): delta 5.85 (s, 1 H), 3.71-3.75 (m, 12 H), 3.52-3.55 (m, 4 H); MS (MALDI): m/z: 285.4 ([M+H]+).4,4′-(2-chloropyrimidine-4,6-diyl)dimorpholine (i23): 1H NMR (400 MHz, CDC13): delta 5.38 (s, 1 H), 3.73-3.76 (m, 8 H), 3.52-3.54 (m, 8 H); MS (MALDI): m/z: 285.2 ([M+H]+).

With the rapid development of chemical substances, we look forward to future research findings about 3764-01-0.

Reference:
Patent; PIQUR THERAPEUTICS AG; THE TRUSTEES OF THE UNIVERSITY OF PENNESYLVANIA; FABBRO, Doriano; HEBEISEN, Paul; HILLMANN-WUELLNER, Petra; STUETZ, Anton; SEYKORA, John, T.; BEAUFILS, Florent; (182 pag.)WO2017/198347; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 25940-35-6, Adding some certain compound to certain chemical reactions, such as: 25940-35-6, name is Pyrazolo[1,5-a]pyrimidine-3-carboxylic acid,molecular formula is C7H5N3O2, 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 25940-35-6.

2,2-Dimethyl-6′-morpholino-spiro[1,3-dioxane-5,2′-3H-benzofuran]-5′-amine (90 mg, 0.28 mmol), pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (100 mg, 0.61 mmol), HATU (180 mg, 0.47 mmol) and N,N-diisopropylamine (0.2 ml, 1.22 mmol) was stirred in N,N-dimethylformamide (5 ml) at 25 oC for 12h. The mixture was concentrated and purified by column chromatography (eluent 40% ethyl acetate: petroleum ether) to afford N-(2,2-dimethyl-6′-morpholino-spiro[1,3- dioxane-5,2′-3H-benzofuran]-5′-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide (110 mg, 84% yield).

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. 25940-35-6, Pyrazolo[1,5-a]pyrimidine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BRYAN, Marian, C.; GOBBI, Alberto; KIEFER, James, Richard, Jr.; KOLESNIKOV, Aleksandr; OLIVERO, Alan, G.; DROBNICK, Joy; LIANG, Jun; RAJAPAKSA, Naomi; (846 pag.)WO2017/108723; (2017); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 14048-15-8, 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. 14048-15-8, name is 2,4-Dimethoxypyrimidin-5-amine. A new synthetic method of this compound is introduced below.

To a 250 mL sealed tube equipped with magnetic stirring bar, compounds C-4A (12.48 g, 50 mmol, 1 eq), C-7A (7.76 g, 50 mmol, 1 eq) and C-6E (9.06 g, 50 mmol, 1 eq) were added followed by AcOH (100 mL), and the tube was tightly closed with plastic stopper. The mixture was heated up to 80 C (temperature of the heating bath) and stirred at this temperature overnight. After that time UPLCMS analysis showed almost full consumption of starting materials (which equals to 40 % of a product peak area). The reaction mixture was cooled to room temperature and AcOH was evaporated to dryness. The residue was preadsorbed onto silicagel and purified by chromatography (50 % of AcOEt/n-hexane). After removing of solvents product C-8.C7 was obtained as a dark brown solid/foam (7.63 g, 24.9 % yield, 84 % of purity according to UPLCMS analysis.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14048-15-8, its application will become more common.

Reference:
Patent; Adamed sp. z o.o.; FEDER, Marcin; MAZUR, Maria; KALINOWSKA, Iwona; JASZCZEWSKA, Joanna; LEWANDOWSKI, Wojciech; WITKOWSKI, Jakub; JELEN, Sabina; WOS-LATOSI, Katarzyna; (56 pag.)EP3511334; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 69034-12-4, Adding some certain compound to certain chemical reactions, such as: 69034-12-4, name is 2-Chloro-5-(trifluoromethyl)pyrimidine,molecular formula is C5H2ClF3N2, 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 69034-12-4.

11059] To (±)-tert-butyl 2-hydroxy-7-azabicyclo[2.2. 1] heptane-7-carboxylate (exo) (52 mg, 0.25 mol) in DMF (5 mE) was added 60 wt % NaH (20 g, 0.5 mmol) in one portion. The reaction was heated at 80 C. for 5 mm, then 2-chloro- 5-(trifluoromethyl)pyrimidine (89.7 g, 0.49 mmol) was added. After heating at 80 C. for 2 hours, water was added and the mixture extracted with DCM (3x). The combined organics were dried (Na2SO4) and concentrated. Purification via silica gel chromatography (0-50% EtOAc in hexanes) gave the title compound (20 g, 23%). MS (ESI) mass calcd. for: C,6H2QF3N303, 359.4; mlz found 260.1 [M-Boc].

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. 69034-12-4, 2-Chloro-5-(trifluoromethyl)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Janssen Pharmaceutica NV; COATE, Heather R.; DVORAK, Curt A.; FITZGERALD, Anne E.; LEBOLD, Terry P.; PREVILLE, Cathy; SHIREMAN, Brock T.; (473 pag.)US2016/46640; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 3435-25-4, Adding some certain compound to certain chemical reactions, such as: 3435-25-4, name is 4-Chloro-6-methylpyrimidine,molecular formula is C5H5ClN2, 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 3435-25-4.

A solution of 6-methoxy-7-(2-(methylamino)ethoxy)-3-((pivaloyloxy)methyl)-3,4-dihydroquinazolin-4-one (363 mg, 1 mmol) and 4-chloro-6-methylpyrimidine (257 mg, 2 mmol), (J. Het. Chem., 1969, 6, 879), in N,N-diisopropylethylamine (2 ml) was heated at reflux for 30 minutes. The volatiles were removed by evaporation and the residue was partitioned between ethyl acetate and water. The organic layer was separated, washed with brine, dried (MgSO4) and the solvent removed by evaporation. The residue was purified by column chromatography eluding with methylene chloride/methanol (95/5) to give 6-methoxy-7-(2-(N-methyl-N-(6-methylpyrimidin-4-yl)amino)ethoxy)-3-((pivaloyloxy)methyl)-3,4-dihydroquinazolin-4-one (365 mg, 80%). 1 H NMR Spectrum: (CDCl3) 1.19(s, 9H); 2.36(s, 3H); 3.18(s, 3H); 3.95(s, 3H); 4.09(t, 2H); 4.34(t, 2H); 5.9(s, 2H); 6.3(s, 1H); 7.14(s, 1H); 7.63(s, 1H); 8.17(s, 1H); 8.5(s, 1H) MS-ESI: 456 [MH]+

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. 3435-25-4, 4-Chloro-6-methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zeneca Limited; Zeneca Pharma S.A.,; US5962458; (1999); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 695-85-2, 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.695-85-2, name is 4-Chloro-5-methoxypyrimidine, molecular formula is C5H5ClN2O, molecular weight is 144.56, as common compound, the synthetic route is as follows.

1-(t-Butoxycarbonyl)-4-(5-methoxy-4-pyrimidyl)-3-methylpiperazine A mixture of 1-(t-butoxycarbonyl)-3-methylpiperazine (2.0 g, 0.01 mole), 4-chloro-5-methoxypyrimidine (1.5 g, 0.01 mole) and diisopropylethylamine (2.6 mL, 0.015 mole) in 25 mL of dry acetonitrile was heated to reflux under Ar for 60 h. The resulting solution was diluted with ether and then washed (H2O, brine), dried (Na2SO4) and evaporated to give a gum. This gum was triturated with hexane ( 3) and the supernatant was evaporated to give a gum. Flash chromatography (SiO2/ethyl acetate-hexane=1:1, then ethyl acetate) of this material gave first 4-chloro-5-methoxypyrimidine (0.4 g, 27%) and then the desired product (1.2 g, 30%) as a light pink solid: m.p. 70-72 C.; IR (KBr) 1690, 1575 cm-1; 1H nmr (200 MHz, CDCl3) delta8.33 (s, 1H), 7.90 (s, 1H), 4.79 (br s, 1H), 4.4-3.8 (m, 3H), 3.86 (s, 3H), 3.35-2.90 (m, 3H), 1.48 (s, 9H), 1.21 (d, J=6.7 Hz, 3H).

The chemical industry reduces the impact on the environment during synthesis 695-85-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Fabre-Kramer Pharmaceuticals, Inc.; US2009/281114; (2009); A1;,
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. 6299-25-8, name is 4,6-Dichloro-2-(methylthio)pyrimidine, the common compound, a new synthetic route is introduced below. Computed Properties of C5H4Cl2N2S

Prepared by methods substantially similar to those set forth in Koppell et al, JOC, 26,1961, 792, in the following manner. To a stirred solution of 4, 6-dichloro-2- (methylthio) pyrimidine (50 g, 0.26 mol) in dichloromethane [(1] L) at [0C] was added meta-chloroperoxybenzoic acid (143.6 g, 0.64 mol) over a period of 20 minutes. The solution was allowed to warm to room temperature and was stirred for 4 hours. The mixture was diluted with dichloromethane (1.5 L) and then treated sequentially with 50% [NA2S203/NAHC03] solution (2 x 200 ml), sat. [NAHC03] solution (4 x 300 ml), and brine (200 ml) then dried [(MGS04).] The solvent was removed in vacuo to afford an off-white solid which was redissolved in EtOAc [(1 L)] and treated sequentially with sat. [NAHC03] solution (3 x [300] ml), and brine (100 [ML)] then dried (MgS04). The solvent was removed in vacuo to afford the title compound (A) as a white solid (55.6 g, 96% yields NMR [CDC13] [5] 3.40 (3H, s, CH3), 7.75 [(1H.] s. ArH).

The synthetic route of 6299-25-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2004/833; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 695-85-2, 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. 695-85-2, name is 4-Chloro-5-methoxypyrimidine, molecular formula is C5H5ClN2O, 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.

1-(t-Butoxycarbonyl)-4-(5-methoxy-4-pyrimidyl)-3-methylpiperazine A mixture of 1-(t-butoxycarbonyl)-3-methylpiperazine (2.0 g, 0.01 mole), 4-chloro-5-methoxypyrimidine (1.5 g, 0.01 mole) and diisopropylethylamine (2.6 mL, 0.015 mole) in 25 mL of dry acetonitrile was heated to reflux under Ar for 60 h. The resulting solution was diluted with ether and then washed (H2 O, brine), dried (Na2 SO4) and evaporated to give a gum. This gum was triturated with hexane (x3) and the supernatant was evaporated to give a gum. Flash chromatography (SiO2 /ethyl acetate-hexane=1:1, then ethyl acetate) of this material gave first 4-chloro-5-methoxypyrimidine (0.4 g, 27%) and then the desired product (1.2 g, 30%) as a light pink solid: m.p. 70-72 C.; IR (KBr) 1690, 1575 cm-1; 1 H nmr (200 MHz, CDCl3) delta 8.33 (s, 1H), 7.90 (s, 1H), 4.79 (br s, 1H), 4.4-3.8 (m, 3H), 3.86 (s, 3H), 3.35-2.90 (m, 3H), 1.48 (s, 9H), 1.21 (d, J=6.7 Hz, 3H).

According to the analysis of related databases, 695-85-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bristol-Myers Squibb Company; US5434154; (1995); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 956034-07-4, 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.956034-07-4, name is 2,4-Dichlorofuro[3,2-d]pyrimidine, molecular formula is C6H2Cl2N2O, molecular weight is 188.9989, as common compound, the synthetic route is as follows.

Under nitrogen, to a suspension of compound 5-a (640 mg, 1.65 mmol), compound 30-c (280 mg, 1.49 mmol) and potassium carbonate (720 mg, 5.2 mmol) in 1,4-dioxane (2 mL) and water (6 mL) was added Pd(PPh3)4 (57 mg, 0.05 mmol), the mixture was heated to 80 C. and stirred for 16 hours. The mixture was then concentrated under reduced pressure, the residue was diluted with water (20 mL), extracted with dichloromethane (20 mL×3). The organic layer were combined, washed with water (10 mL×3) and saturated brine (10 mL) in sequence, then dried over anhydrous sodium sulfate, filtrated, the filtrate was concentrated under reduced pressure. The residue was purified by silica column chromatography (petroleum ether:ethyl acetate=3:1) to give light yellow solid 30-b (620 mg, yield: 70%). LC-MS (ESI): nm/z=415 [M+H]+.

Statistics shows that 956034-07-4 is playing an increasingly important role. we look forward to future research findings about 2,4-Dichlorofuro[3,2-d]pyrimidine.

Reference:
Patent; SHANGHAI CHEMEXPLORER CO., LTD.; XU, Zusheng; ZHANG, Nong; SUN, Qingrui; WANG, Tinghan; US2015/336982; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia