Tag: M.W:200-300

Application of 126728-20-9, Adding some certain compound to certain chemical reactions, such as: 126728-20-9, name is 2,4-Dichloropyrido[2,3-d]pyrimidine,molecular formula is C7H3Cl2N3, 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 126728-20-9.

General procedure: To a argon degassed solution of 2,4-dichloropyrido[2,3-d]pyrimidine 1 (100 mg, 0.5 mmol) in toluene (6 mL) were successively added the desired (het)aryl boronic acid (1.05 equiv), potassium carbonate (1.5 equiv), and Pd(PPh3)4 (29 mg, 0.05 equiv). The reaction mixture was heated at 110 C under vigorous stirring for the desired time. After complete disappearance of 1, water (10 mL) was added. After extraction with CH2Cl2 (3×10 mL), the combined organic layers were dried over MgSO4 and the solvent was removed under reduced pressure. The crude material was purified by column chromatography to afford compounds of type I.

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. 126728-20-9, 2,4-Dichloropyrido[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Riadi, Yassine; Massip, Stephane; Leger, Jean-Michel; Jarry, Christian; Lazar, Said; Guillaumet, Gerald; Tetrahedron; vol. 68; 25; (2012); p. 5018 – 5024;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 13544-44-0, 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 13544-44-0, name is 2,4-Dichloro-5-iodopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 2,4-dichloro-5-iodopyrimidine (compound 201) (80.00g, 0.291mol, 1.0eq.) was dissolved in ethanol (800 ml) was added triethylamine (88.18g, 0.873mol, 3.0eq.), and The mixture was then placed in an ice bath with stirring, when the temperature dropped to 0C-5C, dropwise addition of cyclopentylamine (49.50g, 0.582mol, 2.0eq.), addition was complete 30 minutes, and then maintaining the temperature at about 5C with stirring. Monitored by HPLC, 2,4-dichloro-5-iodo-pyrimidine as peak area ratio of less than 1%, the reaction was terminated. The reaction mixture was concentrated after adding ethyl acetate (300mL), water (300mL), extraction and liquid separation. Aqueous phase was extracted with ethyl acetate (200mL×2) and extracted. The combined organic phases, the organic phase was washed with saturated brine (200mL) was extracted, dried over anhydrous sodium sulfate. The organic phase was concentrated in vacuo, the residue was purified by silica gel column chromatography to give compound 2-chloro-N-cyclopentyl-5-iodopyrimidin-4-amine after isolation (87.88g, yield rate: 93.5%).

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 13544-44-0, 2,4-Dichloro-5-iodopyrimidine.

Reference:
Patent; Guangzhou Kaisheng Beite Pharmaceutical Co., Ltd.; Cai, Xiong; Qian, Changgeng; Liu, Bin; Li, Junqi; Lin, Mingsheng; Qing, Yuanhui; Weng, Yunwo; Wang, Yanyan; Xue, Weicai; You, Huajin; Zhou, Shiqing; (67 pag.)CN105622638; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1152475-42-7, Adding some certain compound to certain chemical reactions, such as: 1152475-42-7, name is 7-Bromo-2-chlorothieno[3,2-d]pyrimidine,molecular formula is C6H2BrClN2S, 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 1152475-42-7.

Step 6: 3-(2-chlorothieno[3,2-d]pyrimidin-7-yl)benzenamine 7-Bromo-2-chlorothieno[3,2-d]pyrimidine (3.645 g, 14.61 mmol) was dissolved in dioxane (44 mL) and 2.0 N sodium carbonate (22 mL, 43.83 mmol) and 3-aminophenylboronic acid (2 g, 14.61 mmol) were added. After flowing nitrogen to the mixture solution for 10 minutes, Pd2(PPh3)Cl2 (615 mg, 0.88 mmol) and t-ButylXphos (558 mg, mmol) were added. The reaction mixture solution was stirred at 90 C. for 6 hours and filtered with celite. The filtrate was diluted with ethyl acetate and washed with brine. The organic layer was concentrated by drying with magnesium sulfate. Purification by chromatography (20% ethyl acetate/hexane) yielded the target compound (2.8 g, 73% yield). 1H NMR (400 MHz, CDCl3) delta 9.14 (s, 1H), 8.10 (s, 1H), 7.31 (s, 1H), 7.27 (d, J=6.4 Hz, 2H), 6.74 (m, 1H), 3.85 (br, 2H), MS m/z: 262.04, 264.03 [M+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. 1152475-42-7, 7-Bromo-2-chlorothieno[3,2-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Korea Institute of Science and Technology; US2012/277424; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 583878-42-6, 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.583878-42-6, name is Ethyl 4-chloro-6-methyl-2-(methylthio)pyrimidine-5-carboxylate, molecular formula is C9H11ClN2O2S, molecular weight is 246.71, as common compound, the synthetic route is as follows.

[00248] To a solution of ethyl 4-chloro-6-methyl-2-(methylthio)pyrimidine-5-carboxylate (65 g) in THF (1000 niL) and triethylamine (110 niL, 0.81 mole) was added ethylamine (2.0 M in THF, 0.81 mole) at 0 0C. This reaction mixture was stirred at room temperature overnight and then solvents were removed on a rotary evaporator. H2O was added and the mixture extracted with ethyl acetate several times. Solvents from the combined organic layers were removed on a rotary evaporator affording 58 g (86% yield) of ethyl 4-(ethylamino)-6- methyl-2-(methylthio)pyrimidine-5-carboxylate. This material was used as such without further purification.

The chemical industry reduces the impact on the environment during synthesis 583878-42-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; EXELIXIS, INC.; WO2008/127678; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 785777-90-4, 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. 785777-90-4, name is 5-Bromo-4-(trifluoromethyl)pyrimidin-2(1H)-one, molecular formula is C5H2BrF3N2O, 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.

The title compound was prepared using a modified procedure based on Ondi, L. et al., Eur. J. Org. Chem. 2 A mixture of 4-(trifluoromethyl)pyrimidin-2-ol (6.05g, 36.9mmol), KOAc (10.85g, 3eq.), acetic acid (80mL), and bromine (5.9g, leq.) was heated for 2h at 80 C. After being cooled to rt, the mixture was concentrated. The residue was partitioned between EtOAc and water. The aqueous layer was extracted with EtOAc (2x). The combined organic layers were washed with brine, dried over Na2S04. After filtration and concentration, the crude white solid product (9.38g, quant, yield) was used for next steps without further purification. A mixture of 5-bromo-4-(trifluoromethyl)pyrimidin-2-ol (1.35g, 5.56mmol), POCI3 (15mL), and DMF(2 drops, cat. Amount) was heated for 2h at 80 C. The mixture was cooled to 0 C by ice/water bath. Some ice pellets were added to the stirred mixture (exotherm). After stirring for 20min. (the ice added should have melted), some sat. aq. NaHCC”3 (c.a. 15mL) was added carefully to neutralize some acid. The mixture was extracted with hexanes (3x). The combined organic layers were washed with brine, dried over Na2S04. After filtration and concentration (by rotavapor only The product is volatile), 5-bromo-2- chloro-4-(trifluoromethyl)pyrimidine, as a clear oil (1.32g, 91% yield) was used as crude for next steps without further purification.

According to the analysis of related databases, 785777-90-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; DONG, Chengguo; FAN, Yi; LEFTHERIS, Katerina; LOTESTA, Stephen; SINGH, Suresh, B.; TICE, Colin; ZHAO, Wei; ZHENG, Yajun; ZHUANG, Linghang; WO2013/138568; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 63931-21-5, 5-Bromo-2,4,6-trichloropyrimidine, 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

5-Bromo-2,4,6-trichloropyrimidine (3.00 g, 10.9 mmol) was dissolved in THF (18 mL) and water (9 mL), and sodium acetate (2.67 g, 32.6 mmol), followed by 3,4-difluoroaniline (1.43 g, 1.10 mL, 11.1 mmol) were added. The mixture was stirred at room temperature for 18 h. After that, a saturated aqueous solution of sodium hydrogencarbonate (30 mL) was added and the resulting mixture was extracted with ethyl acetate (2 x 150 mL). The combined organic layers were dried (sodium sulfate) and concentrated in vacuo. The crude was purified by column chromatography (silica gel, 120 g, eluting with ethyl acetate / n-heptane, gradient 0: 100 to 10:90) to afford, after drying in vacuo (40C, 5 mbar), the title compound as a light yellow solid (3.32 g, 86%). HPLC (method LCMS_fastgradient) tR = 1.37 min. 1H NMR (CDC13, 300 MHz): delta 7.17- 7.24 (m, 2 H), 7.43 (br s, 1 H), 7.59-7.68 (m, 1 H). MS (ES+) m/z 353.9, 355.9, 357.8 [M+H, Br & 2 CI isotopes] .

At the same time, in my other blogs, there are other synthetic methods of this type of compound,63931-21-5, 5-Bromo-2,4,6-trichloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; JAKOB-ROETNE, Roland; LIMBERG, Anja; NEIDHART, Werner; RATNI, Hasane; REUTLINGER, Michael; STEINER, Sandra; (89 pag.)WO2018/11164; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 42965-55-9, 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 42965-55-9, name is 5,6-Diaminopyrimidine-2,4(1H,3H)-dione sulfate. This compound has unique chemical properties. The synthetic route is as follows.

Example 72: 8-CycIopentyI-l-isobutyI-2-(2-methyI-pyridin-3-yIoxy)-l,7-dihydro- urin-6-one:; Step 1: 2,6-DichIoro-8-cyclopentyl-7H-purine:; A mixture of 5,6-diamino-lH-pyrimidine-2,4-dione sulphate (lOg, 70.42 mmol) and cyclopentanecarboxylic acid (8.02g, 70.42 mmol) was taken in POCI3 and stirred at reflux temperature for 3 days under inert conditions. Reaction mixture wasconcentrated and quenched with water and extracted with ethyl acetate. Ethyl acetate layer was washed with brine and water, dried over anhydrous sodium sulphate and concentrated. Residue obtained was purified by coloumn chromatography to provide 2,6-dichloro-8-cyclopentyl-7H-purine (3.5 g, 20 %) as brown solid.’HNMR(400MHz, CDC13): delta 1.25-1.81 (m, 2H); 1.85-1.93 (m, 2H); 1.98-2.07 (m, 2H); 2.20-2.25 (m, 2H); 3.42-3.45 (m, 1H); 1 1.50 (s, 1H).

According to the analysis of related databases, 42965-55-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ADVINUS THERAPEUTICS PRIVATE LIMITED; RAMDAS, Vidya; KOUL, Summon; BASU, Sujay; WAMAN, Yogesh; SHEJUL, Yogesh; BARAWKAR, Dinesh; PALLE, Venkata Poornapragnacharyulu; WO2011/55391; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 108381-28-8 ,Some common heterocyclic compound, 108381-28-8, molecular formula is C11H9ClN2O, 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.

First Step 2.6 g of 2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenol and 1.7 g of 4-benzyloxy-2-chloropyrimidine were dissolved in 20 ml of N,N-dimethylformamide, to this solution was added 1.07 g of potassium carbonate, and the mixture was stirred for 2 hours at 80 C. The reaction solution was cooled to room temperature, then, this reaction solution was poured into ice water, and extracted with ethyl acetate. The organic layer was washed with 10% aqueous sodium hydroxide solution, dried over anhydrous magnesium sulfate, and concentrated to obtain 1.6 g of 4-benzyloxy-2-{2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}pyrimidine.

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. 108381-28-8, 4-(Benzyloxy)-2-chloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sumitomo Chemical Company, Limited; US6537948; (2003); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1192711-37-7, 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 1192711-37-7 as follows.

Carboxylic acid 1.6 (3.15g, 15 mmol) was dissolved in N ,N- dimethylformamide (70 mL) and treated with HOBt (3.13g, 23 mmol) and EDC (4.4g, 23 mmol). After stirring ca. 25 min ammonia (0.5 M in 1,4-dioxane, 72 mL, 36 mmol) was added and the reaction stirred overnight. The following morning the reaction was diluted with water to a total volume of 500 mL and the desired product collected by filtration affording 3.62g (74%) of a light-beige solid. 1H NMR (DMSO-d6, 400 MHz): delta 9.30 (d, IH), 8.54 (s, IH), 8.15 (d, IH), 8.09 (s, IH), 7.74 (d, IH), 7.64 (m, 2H), 7.51 (t, IH), 3.77 (m, IH), 1.79 (m, 2H), 1.74 (m, 2H), 1.53 (m, IH), 1.41 (m, IH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1192711-37-7, its application will become more common.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; WO2009/131687; (2009); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 180869-36-7, Adding some certain compound to certain chemical reactions, such as: 180869-36-7, name is 4-(Dimethoxymethyl)-2-(methylthio)pyrimidine,molecular formula is C8H12N2O2S, 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 180869-36-7.

(11-[2″{4″Pgperldinyloxy)-4-pyrjmi’dg?yf]ethyl}oxy)-2-th|opheStep A – 4-[Bis(methy.oxy)methy l]-2-(methylsuifonyl)pyrimidine4-[betais(methyfoxy)methyl]-2-(methyithlo)pyrimldme (US Patent 6218537, 2001) (8.24 g, 46.1 mmo.) was dissolved s? 150 mL of DCM and cooled to 0 C with stirring. 3-Chloroperoxybenzoic acid (23.87 g, 70%, 98.8 rnmoi) was added in a single portion. The reaction was altowed to reach r? slowly, The reaction was stirred 2 h and quenched by the addition of 150 ml of 10% sodium sulfite solution. The mixture was poured into a separatory funnel and the layers were separated. The organic layer was washed with 150 mL of 10% Na2COs solution (2X) and brine (IX). The organic layer was dried over ^IgSO4, filtered, and concentrated in vacuo. Purification by Hash chromatography afforded 10.25 g (98%) of the title compound. 1H NMR (400 IVlHz8 CDCb) S 8.96 (d, J- 4.9 Hz1 1 H), 778 (d , J^- 4.9 Hz, 1 H), 5.34 (s, 1 H), 3.48 (s, 6H), 3.38 (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. 180869-36-7, 4-(Dimethoxymethyl)-2-(methylthio)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/143456; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia