Category: pyrimidines

Related Products of 13509-52-9, Adding some certain compound to certain chemical reactions, such as: 13509-52-9, name is 1,3,6-Trimethylpyrimidine-2,4(1H,3H)-dione,molecular formula is C7H10N2O2, 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 13509-52-9.

Step 2: 6-[(£)-2-(Dimethylamino)vinyl]- l,3-dimethylpyrimidine-2,4(lH,3H)-dione: A mixture of Step 1 intermediate (40.0 g, 259.70 mmol) and N,N-dimethyl formamide dimethyl acetal (206 ml, 1549.12 mmol) in dry DMF (80 ml) was heated at 90C for 48 h. The reaction mixture was cooled to room temperature and diluted with diethyl ether (100 ml). The precipitated solid was filtered, washed with diethyl ether (2 x 50 ml) and dried to obtain 34 g of product as off-white solid. -NMR (300 MHz, CDCI3) delta 2.95 (s, 6H), 3.33 (s, 3H), 3.43 (s, 3H), 4.62 (d, J = 12.6 Hz, 1 H), 5.58 (s, 1 H), 7.03 (d, J = 12.6 Hz, l H).

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. 13509-52-9, 1,3,6-Trimethylpyrimidine-2,4(1H,3H)-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; KUMAR, Sukkeerthi; THOMAS, Abraham; WAGHMARE, Nayan, Taterao; KHAIRATKAR-JOSHI, Neelima; MUKHOPADHYAY, Indranil; WO2011/132017; (2011); 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 131860-97-4, name is (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate. This compound has unique chemical properties. The synthetic route is as follows. Safety of (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate

Toluene (40.8g) was stirred and heated to 70C. DABCO (0.85g at 98%w/w, 0.007mols) and 2-cyanophenol (9.9g at 97.5%w/w, 0.08mols) were added at 10 minute intervals. After a further 10 minutes DBU (13.8g at 98%w/w, 0.09mols) was added over 5 minutes (exotherm to 74C). After stirring for a further 10 minutes, methyl (E)-2-{2-[6-chloropyrimidin-4- yloxy]phenyl}-3-methoxyacrylate (24.2g at 98%w/w, 0.074mols) was added and the reaction stirred at 7O0C for 60 minutes (reaction was complete in 30 minutes). Hot water (750C) (78.3g) was added and the mixture stirred for 15 minutes at 70-750C, then settled and the aqueous phase separated. A second water wash (78.3g) was applied in the same way. The toluene phase (73,Ig) contained methyl (i^-2-{2-[6-(2-cyanophenoxy)pyrimidin-4- yloxy]phenyl}-3-methoxyacrylate (38.6%w/w), 94.7% of theory.

With the rapid development of chemical substances, we look forward to future research findings about 131860-97-4.

Reference:
Patent; SYNGENTA LIMITED; WO2008/43978; (2008); A1;,
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Pyrimidine – Wikipedia

Electric Literature of 57489-77-7 ,Some common heterocyclic compound, 57489-77-7, molecular formula is C6H3Cl2N3, 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.

Example 93 Synthesis of 3-((7-chloropyrazolo[1,5-a]pyrimidin-5-yl)methyl)benzonitrile To the reaction flask, 5,7-dichloropyrazolo[1,5-a]pyrimidine (452 mg, 2.4 mmol) was added along with (3-cyanobenzyl)zinc(II) bromide (6 mL, 3.75 mmol, 0.625M in DMF), Pd(PPh3)4 (110 mg, 0.1 mmol), and DMF (10 mL). The reaction was heated at 60 C. for 4 hours then cooled to room temperature. The reaction mixture was poured into saturated aqueous NH4Cl solution and ice and extracted with ethyl acetate. The combined extracts were washed with water, saturated NaCl solution, and then dried over Na2SO4. The solvent was removed in vacuo and the residue was purified by column chromatography on silica using 35% ethyl acetate/hexanes as the eluent. The product, 3-((7-chloropyrazolo[1,5-a]pyrimidin-5-yl)methyl)benzonitrile, was recovered in 64% yield. LCMS (M+1=269)

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. 57489-77-7, 5,7-Dichloropyrazolo[1,5-a]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SENHWA BIOSCIENCES, INC.; Haddach, Mustapha; Tran, Joe A.; Pierre, Fabrice; Regan, Collin F.; Raffaele, Nicholas; Ravula, Suchitra; Ryckman, David M.; (417 pag.)US9303033; (2016); B2;,
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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.115617-41-9, name is 4,5-Dichloro-6-ethylpyrimidine, molecular formula is C6H6Cl2N2, molecular weight is 177.03, as common compound, the synthetic route is as follows.Formula: C6H6Cl2N2

Example D 5-Chloro-6-ethyl-4-[cis-2-(4-methylphenyl)-1,3-dithian-5-ylamino]-pyrimidine 1.77 g (10 mmol) of 4,5-dichloro-6-ethyl-pyrimidine and 2.2 g (10 mmol) of 5-amino-2-(4-methylphenyl)-1,3-dithian were stirred with 2.02 g of triethylamine at 80-90 C. for 6 hours. The mixture was taken up in water/methylene chloride and the organic phase was dried and concentrated. For purification, the residue was chromatographed over silica gel (eluding agent petroleum ether/ethyl acetate 4:1). This gave 1.0 g of colorless solid (27.3% of theory), melting point: 138-139 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,115617-41-9, 4,5-Dichloro-6-ethylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Hoechst Scering AgrEvo GmbH; US6281221; (2001); B1;,
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Pyrimidine – Wikipedia

Reference of 3934-20-1, 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. 3934-20-1, name is 2,4-Dichloropyrimidine. A new synthetic method of this compound is introduced below.

In a N2 atmosphere at 0 C for 10 minutes,CH3MgBr (3M in diethyl ether, 22.68 mL,68.03 mmol) was added dropwise to a stirred solution of 1-H-indole (7.97 g, 68.03 mmol) in 1,2-dichloroethane (250 mL).The resulting solution was stirred for 15 minutes and then 2,4-dichloropyrimidine (15.00 g, 100.69 mmol) was added in one portion. The resulting solution was allowed to warm to room temperature and stirred for additional 16 hours.The reaction was quenched by the addition of CH 3OH (25 mL) and then the mixture was concentrated in vacuo and applied to silica gel. Purification by FCC,Elution with 0-20% CH3OH in CH2Cl2,The title compound (7.17 g, 46%)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3934-20-1, 2,4-Dichloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Jiao Yuqi; (26 pag.)CN108929311; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 33034-67-2, 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. 33034-67-2, name is 2-Chloro-4-(trifluoromethyl)pyrimidine. A new synthetic method of this compound is introduced below.

Step 1 : A solution of 3-bromo-5-methylaniline (162.5 g, 873.66 mmol) in 1,4- dioxane (2 L) was prepared, and 2-chloro-4-(trifluoromethyl)pyrimidine (182 g, 994.54 mmol) and methanesulfonic acid (97.5 g, 1.02 mol) were added sequentially. The resulting solution was heated to reflux overnight. The resulting mixture was cooled and concentrated in vacuo. The residue was diluted with 2 L of water, then adjusted to pH 7-8 with aqueous sodium bicarbonate solution, followed by extraction with EtOAc (2 x 2 L). The organic layers were combined, washed with water (2x 2 L), dried over anhydrous sodium sulfate and concentrated in vacuo. This resulted in N-(3-bromo-5-methylphenyl)-4-(trifluoromethyl)pyrimidin-2-amine as a light yellow solid. MS(ESI): [M + 3]+ 334.0. NMR (400 MHz, CDC13): delta 8.68 (d, J = 4.9 Hz, 1 H); 7.79 (s, l H); 7.30 (s, 2 H); 7.10-7.06 (m, 2 H); 2.36 (s, 3 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,33034-67-2, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MERCK CANADA INC.; HAIDLE, Andrew, M.; BURCH, Jason; GUAY, Daniel; GAUTHIER, Jacques Yves; ROBICHAUD, Joel; FOURNIER, Jean Francois; ELLIS, John Michael; CHRISTOPHER, Matthew; KATTAR, Solomon, D.; SMITH, Graham; NORTHRUP, Alan, B.; WO2014/31438; (2014); A2;,
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Pyrimidine – Wikipedia

Related Products of 1374639-77-6 , The common heterocyclic compound, 1374639-77-6, name is (2-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-6-yl)methanol, molecular formula is C12H14ClN3O, 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 mixture of (2-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-6-yl)methanol (IVa) (4.5 g) and tert-butyl 4-(6-aminopyridin-3-yl)piperazine-l-carboxylate (Va) (4.97 g) in methyl isobutyl ketone (36 mL) was added palladium (II) acetate (0.08 g) and 2,2′- bis(diphenylphosphino)-l, l’-binaphthyl (0.44 g) at 25-30 C. The reaction mass was then heated to 40 C. Cesium carbonate (8.73 g) was added to the above reaction mass portion wise at 40 C. The reaction mass was heated to 100 C and stirred for 3 hours. The reaction mass was cooled to 70 C. Water (36 mL) was added to the above reaction mass at 70 C and again cooled to 50 C. n-Heptane (54 mL) was added to the above reaction mass drop wise at 50 C. The reaction mass was again cooled to 20 C and stirred for 2 hours at the same temperature. Resulting solid compound was then filtered, washed with ^-Heptane (2 chi 10 mL) and dried for 4 hours at 50 C to afford title compound. (0163) Yield: 5 2 g; Purity by HPLC: 97 01 %

The synthetic route of 1374639-77-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DR. REDDY?S LABORATORIES LIMITED; PEDDIREDDY, Subba Reddy; KOTTUR, Mohan Kumar; ORUGANTI, Srinivas; KANDAGATLA, Bhaskar; DAS GUPTA, Shirshendu; (39 pag.)WO2018/51280; (2018); A1;,
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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 146533-41-7, name is 5-(4-Bromophenyl)-4,6-dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 5-(4-Bromophenyl)-4,6-dichloropyrimidine

f) A solution of 4,6-dichloro-5-(4-bromophenyl)-pyrimidine (405 mg, 1.33 mmol) and 3-benzyloxypropylsulfamide potassium (752 mg, 2.66 mmol) in DMSO is stirred at rt under argon for 18 h. The clear solution is poured onto 10% aq. citric acid solution (50 mL) and extracted twice with EA (2×75 mL). The organic extracts are washed with water (50 mL) and the solvent is evaporated. The residue is purified by column chromatography on silica gel eluting with hexane/EA 3:2 to afford 1-benzyloxypropanesulfamic acid [6-chloro-5-(4-bromophenyl)-pyrimidin-4- yl]-amide (524 mg) as a colourless foam. LC-MS: tR = 1.05 min, [M+H]+ = 510.96; 1H NMR (CDCI3): delta 8.44 (s, 1H), 7.71-7.65 (m, 2H), 7.40-7.28 (m, 5H), 7.18-7.12 (m, 2H), 6.90 (s, 1H), 6.05 (t, J = 5.9 Hz, 1 H), 4.49 (s, 2H), 3.57 (t, J 0 5.9 Hz, 2H), 3.18 (q, J = 5.9 Hz, 2H), 1.88 (p, J = 5.9 Hz, 2H).

With the rapid development of chemical substances, we look forward to future research findings about 146533-41-7.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; WO2006/51502; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 126728-20-9, 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. 126728-20-9, name is 2,4-Dichloropyrido[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below.

General procedure: To a solution of 2,4-dichlorofuro[3,2-d]pyrimidine (la) (0.71 g, 3.74 mmol; CAS 956034- 07-4) in 2-Propanol (20 mL) was added DIPEA (1.63 mL, 9.36 mmol), 1-methyl-1H-imidazol-4-amine hydrochloride (0.5 g, 3.74 mmol) and heated at reflux for 24 h. The reaction mixture was concentrated in vacuum to dryness and the residue obtained was triturated with water. The solid obtained was collected by filtration and dried in vacuum to afford 2-chloro-N-(l-methyl-lH-imidazol-4-yl)furo[3,2-d]pyrimidin-4-amine (lb) (550 mg,59 % yield) as brown solid; NMR (300 MHz, DMSO-^) delta 10.89 (s, 1H, D20exchangeable), 8.35 (d, J = 2.1 Hz, 1H), 7.52 (d, J = 1.6 Hz, 1H), 7.39 (d, J = 1.3 Hz, 1H), 7.03 (d, J = 2.1 Hz, 1H), 3.71 (s, 3H); MS (ES+): 250.3 (M+l), 272.3, 274.3 (M+Na), (ES-): 248.2 (M-l).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,126728-20-9, 2,4-Dichloropyrido[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; KOTIAN, Pravin, L.; BABU, Yarlagadda, S.; KUMAR, V., Satish; ZHANG, Weihe; LU, Peng-Cheng; RAMAN, Krishnan; (747 pag.)WO2018/232094; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 878650-31-8, 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 878650-31-8, name is Methyl 2,6-dichloro-5-methoxypyrimidine-4-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Example 6 Preparation of methyl 6-amino-2-chloro-5-methoxy-pyrimidine-4-carboxylate (Head C) A solution of methyl 2,6-dichloro-5-methoxy-pyrimidine-4-carboxylate (25 g, 0.1 mol) and dimethyl sulfoxide (DMSO) was prepared. To this solution was added, at 0-5 C., a solution of ammonia (2 equivalents (equiv) in DMSO). This mixture was stirred at the same 0-5 C. temperature for 10 to 15 min. Later, the mixture was diluted with ethyl acetate, and the resulting solid was filtered off. The ethyl acetate filtrate was washed with a brine solution and dried over sodium sulfate. Upon concentration, the crude product was obtained. The crude product was stirred in a minimum amount of ethyl acetate and filtered to obtain the pure compound. Additional pure compound was obtained from the filtrate which, after concentration, was purified by flash chromatography. This produced the title compound (11 g, 50%): mp 158 C.; 1H NMR (DMSO-d6) delta 3.71 (s, 3H), 3.86 (s, 3H), 7.65 (brs, 1H), 8.01 (brs, 1H).

According to the analysis of related databases, 878650-31-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dow AgroSciences LLC; ECKELBARGER, Joseph D.; EPP, Jeffrey B.; FISCHER, Lindsey G.; GIAMPIETRO, Natalie C.; KISTER, Jeremy; PETKUS, Jeffrey; ROTH, Joshua; SATCHIVI, Norbert M.; SCHMITZER, Paul R.; SIDDALL, Thomas L.; YERKES, Carla N.; US2014/274703; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia