Tag: M.W:200-300

Application of 914612-23-0, 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 914612-23-0 as follows.

Alternative synthesis for (S)-3-(6-Benzyl-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-4-yloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester To a solution of (S)-3-hydroxypyrrolidine-1-carboxylic acid tert-butyl ester (6.21 g, 33.16 mmol) and 6-benzyl-4-chloro-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidine (9 g, 34.65 mmol) in 2-Me-THF (100 mL) was added under nitrogen tBuOK (8.17 g, 72.95 mmol). The mixture was stirred at rt for 25 min. The mixture was quenched with H2O. The organic layer was washed with brine. The resulting organic solution was concentrated in vacuo to provide (S)-3-(6-benzyl-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-4-yloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester (12.6 g, 89% yield) as a yellow gum.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,914612-23-0, its application will become more common.

Reference:
Patent; NOVARTIS AG; COOKE, Nigel Graham; FERNANDES GOMES DOS SANTOS, Paulo Antonio; FURET, Pascal; HEBACH, Christina; HOGENAUER, Klemens; HOLLINGWORTH, Gregory; KALIS, Christoph; LEWIS, Ian; SMITH, Alexander Baxter; SOLDERMANN, Nicolas; STAUFFER, Frederic; STRANG, Ross; STOWASSER, Frank; TUFFILLI, Nicola; VON MATT, Anette; WOLF, Romain; ZECRI, Frederic; US2015/342951; (2015); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 2915-16-4, 2-Chloro-4,6-diphenylpyrimidine, 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, 2915-16-4, blongs to pyrimidines compound. name: 2-Chloro-4,6-diphenylpyrimidine

A mixture of 2-chloro-4,6-diphenylpryimidine, 0. 79G (2.96 mmol), 4- (HYDROXYLMETHYL) phenylboronic acid, 0.45g (2.96 mmol), Pd (PPh3) 4,342mg (0.296 mmol), in 2 mL of toluene and 1ML of methanol was heated to obtain a clear solution. To the solution was added 2mL of 4. OM aq. NA2CO3. The reaction mixture refluxed for 16h at 70 C. The mixture was cooled to room temperature and diluted with LOOML ethyl acetate. The organic layer was washed with water, sat. aq. NaCl, and dried (MGSO4). After the solution was concentrated, the residue was recrystallized with Et20-Heptane (1 : 1) to afford the desired product in 0.38g (38%) as a yellow SOLID. 1H NMR (DMSO-d6) 8.72 (d, 2H, J = 9. 0HZ), 8.52-8. 47 (m, 4H), 8.45 (s, 1H), 7.64-7. 57 (m, 8H), 4.78 (d, 2H, J = 6.7Hz), 4.37 (t, 1H, J = 6.7Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2915-16-4, its application will become more common.

Reference:
Patent; THE INSTITUTES FOR PHARMACEUTICAL DISCOVERY, LLC; WO2004/99171; (2004); A2;,
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Pyrimidine – Wikipedia

Reference of 13479-88-4, 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.13479-88-4, name is 5,7-Dichlorothiazolo[5,4-d]pyrimidine, molecular formula is C5HCl2N3S, molecular weight is 206.0525, as common compound, the synthetic route is as follows.

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).

The chemical industry reduces the impact on the environment during synthesis 13479-88-4, I believe this compound will play a more active role in future production and life.

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;,
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Pyrimidine – Wikipedia

Related Products of 6299-85-0, 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. 6299-85-0, name is Methyl 2,6-dichloropyrimidine-4-carboxylate, molecular formula is C6H4Cl2N2O2, 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.

To a solution of N-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)methanesulfonamide (0.875 g, 4.18 mmol) in DMF (25 mL) was added 60% NaH in mineral oil (0.193 g, 4.83 mmol). After 10 minutes, methyl 2,6-dichloropyrimidine-4-carboxylate (0.871 g, 4.21 mmol) was added. After stirring for 30 minutes, the reaction mixture was diluted into 100 mL water and extracted three times with 50 mL EtOAc. The combined organic layers were washed once with 25 mL brine, dried over MgSO4,filtered, and evaporated to a residue. The residue was chromatographed over silica gel with 30-60% EtOAc in hexanes. The product fractions were concentrated in vacuo. After sitting overnight a crystalline solid formed. The solid was decanted and dried under vacuum to give methyl 2-chloro-6-(N-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)methylsulfonamido)pyrimidine-4-carboxylate as a cream-colored powder (0.911 g, 2.40 mmol, 57% yield). LC/MS: m/z= 380.2 [M+H]+.

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 6299-85-0, Methyl 2,6-dichloropyrimidine-4-carboxylate.

Reference:
Patent; PURDUE PHARMA L.P.; LOCKMAN, Jeffrey; NI, Chiyou; PARK, Jae Hyun; PARK, Minnie; SHAO, Bin; TAFESSE, Laykea; YAO, Jiangchao; YOUNGMAN, Mark, A.; WO2014/135955; (2014); A1;,
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Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 38696-20-7, name is 5-Bromo-2-phenylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 38696-20-7

(1) In a 500 mL three-necked flask, (9H-carbazol-3-yl)boronic acid (25.32 g, 150 mmol),5-bromo-2-phenylpyrimidine (28.21 g, 120 mmol), sodium tert-butoxide (23.04 g, 240 mmol),Tri-tert-butylphosphine tetrafluoroborate (0.21 g, 0.72 mmol), added 250 mL of toluene,Tris(dibenzylideneacetone)dipalladium (0.33 g, 0.36 mmol) was added under a nitrogen atmosphere.The temperature is raised to 50-150 ° C for 4 to 48 hours, the liquid phase monitoring reaction is completed, cooled to room temperature, washed with water,Filtration, column chromatography,40.31g of (9-(2-phenylpyrimidin-5-yl)-9H-indazol-3-yl)boronic acid can be obtained.Yield 92percent;

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 38696-20-7, 5-Bromo-2-phenylpyrimidine.

Reference:
Patent; Wuhan Shang Sai Optoelectric Technology Co., Ltd.; Mu Guangyuan; Zhuang Shaoqing; Ren Chunting; (55 pag.)CN109369567; (2019); A;,
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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.51940-64-8, name is Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate, molecular formula is C7H6Cl2N2O2, molecular weight is 221.0407, as common compound, the synthetic route is as follows.Computed Properties of C7H6Cl2N2O2

tert-Butyl (S)-3-aminopyrrolidine-1-carboxylate (5.00 g, 26.84 mmol) was added slowly to ethyl2,4-dichloropyrimidine-5-carboxylate (5.93 g, 26.84 mmol) and DIPEA (6.08 mL, 34.90 mmol) inacetonitrile ( 1 00 mL) at 0C. The reaction mixture was allowed to warm to rt and was stirred at rtfor 4 h, then concentrated in vacuo, diluted with EtOAc (200 mL) and washed sequentially with20 water (100 mL) and sat. brine (100 mL). The organic layer was filtered through a phase separatingfilter paper and concentrated in vacuo. The resulting crude product was purified by fcc, elutiongradient 0 to 50% EtOAc inn-heptane, to afford the title compound (5.40 g, 54%) as a white solid;1H NMR (400 MHz, DMSO) 1.32 (3H, t), 1.41 (9H, s), 1.99 (lH, d), 2.19 (lH, s), 3.21 (lH, dd),3.37 (2H, t), 3.62 (lH, dd), 4.32 (2H, q), 4.59 (lH, s), 8.39 (lH, d), 8.65 (lH, s); m/z [M-H]- 369.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,51940-64-8, Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; CANCER RESEARCH TECHNOLOGY LIMITED; FINLAY, Maurice, Raymond, Verschoyle; GOLDBERG, Frederick, Woolf; HOWARD, Martin, Richard; TING, Attilla, Kuan, Tsuei; (145 pag.)WO2019/238929; (2019); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 56844-12-3, 6-Bromo-4-chlorothieno[2,3-d]pyrimidine, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

General procedure: Compound 1 (1.00 g, 4.01 mmol) was mixed with the benzylamine (12.03 mmol) and 1-butanol (3.5 mL) and agitated at 145 C for 18-24 h. Then the mixture was cooled to rt, diluted with water (50 mL) and diethyl ether (150 mL) or EtOAc (150 mL). After phase separation, the water phase was extracted with more diethyl ether (2 × 50 mL) or EtOAc (2 × 50 mL). The combined organic phases were washed with saturated aq NaCl solution (50 mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuo, before the crude oil was dried under reduced pressure to constant weight to remove excess benzylamine. The compounds were purified by silica-gel column chromatography or crystallized as specified for each individual compound

At the same time, in my other blogs, there are other synthetic methods of this type of compound,56844-12-3, 6-Bromo-4-chlorothieno[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Bugge, Steffen; Kaspersen, Svein Jacob; Larsen, Synne; Nonstad, Unni; Bj°rk°y, Geir; Sundby, Eirik; Hoff, Bard Helge; European Journal of Medicinal Chemistry; vol. 75; (2014); p. 354 – 374;,
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Pyrimidine – Wikipedia

Related Products of 941685-26-3, Adding some certain compound to certain chemical reactions, such as: 941685-26-3, name is 4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine,molecular formula is C12H18ClN3OSi, 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 941685-26-3.

A mixture of Intermediate 5 (60 g, 330.5 mmol), 2-[(4-chloropyrrolo[2,3-d]pyrimidin-7- yl)methoxy]ethyl-trimethyl-silane (85 g, 330.5 mmol) and DIPEA (108 mL, 625 mmol) in dry MeCN (500 mL) was refluxed for 16 hours. All the volatiles were evaporated and the resulting residue was treated with water and extracted with ethyl acetate (2 x 500 mL). The combined organic layers were washed with brine (500 mL), dried over Na2S04, concentrated and chromatographed on silica using EtOAc: heptane as eluent. Ethyl 5-[7-(2- trimethylsilylethoxymethyl)pyrrolo[2,3-d]pyrimidin-4-yl]-5-azaspiro[2.5]octane-8- carboxylate (rac-SEM ethyl ester) was isolated as a light brown oil (63 g) in 49% yield and used directly in the next step.

According to the analysis of related databases, 941685-26-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LEO PHARMA A/S; LARSEN, Mogens; RITZEN, Andreas; NØRREMARK, Bjarne; GREVE, Daniel Rodriguez; (145 pag.)WO2018/141842; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1009826-93-0, name is Methyl 5-bromopyrimidine-4-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H5BrN2O2

Process 5 Sodium acetate (4.0 eq, 1.92 g, 23.41 mmol) and 1,1′-bis(diphenylphosphino)ferrocene palladium (II) chloride (complexed with dichloromethane) (0.05 eq, 214 mg, 0.29 mmol) were added to a mixture of methyl-5-bromopyrimidine-4-carboxylate (1.0 eq, 1.27 g, 5.85 mmol), and 2-amino-4-(methoxycarbonyl)phenylboronic acid hydrochloride (1.0 eq, 1.35 g, 5.85 mmol) in anhydrous DMF (10 ml). The mixture was stirred under nitrogen atmosphere at 120 C. for 18 hours. Water and brine were added and the resulting solid impurities filtered off. The material was extracted with CH2Cl2 (4×) and the combined extracts dried over Na2SO4. After evaporation of CH2Cl2, the remaining DMF was evaporated by heating the residue in vacuo. The resulting solid was triturated in CH2Cl2, filtered and dried to provide methyl 5-oxo-5,6-dihydropyrimido[4,5-c]quinoline-8-carboxylate as a beige solid (127 mg, 8.5% yield). LCMS (ES): >80% pure, m/z 256 [M+1]+; 1H NMR (DMSO-d6, 400 MHz) delta 3.79 (s, 3H), 7.81 (d, J=8.0, 1H), 8.68 (d, J=8.8, 1H), 9.49 (s, 1H), 10.19 (s, 1H), 12.37 (s, 1H) ppm.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 1009826-93-0, Methyl 5-bromopyrimidine-4-carboxylate.

Reference:
Patent; Cylene Pharmaceuticals, Inc.; US2009/93465; (2009); A1;,
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Pyrimidine – Wikipedia

Reference of 444731-75-3 ,Some common heterocyclic compound, 444731-75-3, molecular formula is C14H14ClN5, 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 stirred suspension of Intermediate Example 4 (1.1 g, 3.8 mmol) in 14 ml. of MeOH, was added 5-amino-2-methylbenzenesulfonamide (0.78 g, 4.2 mmol, 1.1 equiv) at room temperature. The reaction mixture was heated at reflux for 3 h, then 4 M HCI in 1 ,4-dioxane (19 mul_, 0.076 mmol) was added in one portion. After 4 h, the suspension was cooled to room temperature, and filtered. The resulting solid was washed with 10 ml. of MeOH and dried in vacuo to yield 1.3 g (72%) of 5-({4-[(2,3-dimethyl-2H-indazol- 6-yl)methylamino]-2-pyrimidinyl}amino)-2-methyl benzenesulfonamide monohydrochloride as a white solid. 1 H NMR (DMSO-d6, 400 MHz) delta 10.95 (s, 1 H), 8.36 (s, 1 H), 7.86 (d, J = 8.8 Hz, 2H), 7.64-7.59 (m, 2H), 7.40 (m, 3H), 6.93 (dd, J = 8.8, 2.0 Hz, 1 H), 5.92 (s, 1 H), 4.08 (s, 3H), 3.57 (s, 3H), 2.65 (s, 3H), 2.56 (s, 3H).

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. 444731-75-3, N-(2-Chloropyrimidin-4-yl)-N,2,3-trimethyl-2H-indazol-6-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/143483; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia