Pyrimidines

Adding a certain compound to certain chemical reactions, such as: 62802-42-0, 2-Chloro-5-fluoropyrimidine, 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, 62802-42-0, blongs to pyrimidines compound. Product Details of 62802-42-0

To a 5- (0934) L autoclave was added 2-chloro-5-fluoropyrimidine (150.0 g, 1132 mmol), potassium- (E)-propenyl trifluoroborate (251.0 g, 1698 mmol), potassium carbonate (235.0 g, 1698 mmol), 1,4-dioxane (1.5 L, 10.0 mL/g), and water (300.0 mL, 2.0 mL/g) at RT. The reaction mixture was degassed with nitrogen for 15 minutes. PdCi2(dppf) (16.56 g, 22.64 mmol,) was added, and the resulting reaction mixture was again degassed with nitrogen for 5 minutes and then heated to 70 C for 16 h. The reaction mass was cooled to RT and filtered through a pad of Celite brand filter aid. The Celite brand filter aid pad was washed with diethyl ether (1.0 L). The filtrate was partitioned between diethyl ether (8.0 L) and water (6.0 L). The organic layer was washed with brine (2.5 L) and dried over sodium sulfate, filtered and concentrated in vacuo (bath temperature; 30 – 35 C) to obtain the initial material which was purified by column chromatography (silica gel 60-120 mesh, mobile phase: 0-5% EtOAc in hexane) to give Example 138.11 (140.0 g, 1013 mmol, 90% yield) as a yellow oil. NMR (400 MHz, DMSO-Patent; AMGEN INC.; DRANSFIELD, Paul John; HARVEY, James S.; MA, Zhihua; SHARMA, Ankit; (281 pag.)WO2019/89335; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 5750-76-5, 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. 5750-76-5, name is 2,4,5-Trichloropyrimidine, molecular formula is C4HCl3N2, 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.

Id) 2-Amino-N-methyl-benzamide (1.5g, 10 mmol) and 2,4,5-Trichloro-pyrimidine (1.31 ew) were combined in DMF (30 mL). Potassium carbonate (1.3 eq) was added the mixture heated to 750C for 4.5 h and stirred at room temperature overnight. The mixture was poured into water and the white precipitate that ensued was filtered and dried to give 2- (2,5-dichloro-pyrimidin-4-ylamino)-N-methyl-benzamide (2.7 g, 92%): 1H NMR (400 MHz, DMSOd6) I’ 12.19 (s, IH), 8.86 (s, IH), 8.54 – 8.48 (m, 2H), 7.81 (d, J =7.9 Hz, IH), 7.61 (t, J = 8.7 Hz, I H), 7.23 (t, J = 8.9 Hz, IH), 2.50 (d, J = 1.5 Hz, 3H).

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 5750-76-5, 2,4,5-Trichloropyrimidine.

Reference:
Patent; CEPHALON, INC.; PHARMACOPEIA DRUG DISCOVERY, INC.; WO2008/51547; (2008); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 956034-07-4, 2,4-Dichlorofuro[3,2-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, 956034-07-4, blongs to pyrimidines compound. Quality Control of 2,4-Dichlorofuro[3,2-d]pyrimidine

[0174] To a reaction flask were added compound 31-c (0.088 mmol), compound 31-b (according to the synthesisprocedure in the patent: WO 2011/079230 A2) (15 mg, 0.080 mmol), PdCl2(dppf) (3 mg, 0.004 mmol), 2 N aqueoussodium carbonate solution (0.12 mL, 0.24 mmol) and 1,4-dioxane (3 mL). Under nitrogen, the mixture was stirredovernight at 80C. After the reaction mixture was concentrated, the residue was diluted with water (15 mL), and theaqueous phase was extracted with dichloromethane (15 mL 3 2). The organic layers were combined and washedsuccessively with water and saturated brine, dried over anhydrous sodium sulfate, filtered, and concentrated to givecrude product 31-a (35 mg) which was used directly in the next reaction without further purification. LC-MS (ESI): m/z=248.1 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,956034-07-4, its application will become more common.

Reference:
Patent; Shanghai Yingli Science and Technology Co., Ltd; Shanghai Chemexplorer Co., Ltd.; XU, Zusheng; EP2860181; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1749-68-4, 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.1749-68-4, name is 6-Chloro-2-methylpyrimidin-4-amine, molecular formula is C5H6ClN3, molecular weight is 143.57, as common compound, the synthetic route is as follows.

Example 20 2-({ [5-methyl-2-(2-methylbiphenyl-3-yl)[l,2,4]triazolo[l,5-c]pyrimidin-7- yl] methyl } am ino )ethanol Step 1 : 7-chloro-5-methyl[ 1, 2, 4 Jtriazolof 1, 5-c Jpyrimidin-2-amine To a solution of 6-chloro-2-methylpyrimidin-4-amine (AK Scientific, cat W3822: 585 mg, 4.07 mmol) in 1,4-dioxane (20.4 mL) was added ethoxycarbonyl isothiocyanate (553 mu, 4.89 mmol). The reaction mixture was heated at 50 C for 6 h then cooled to room temperature and concentrated. The residue was dissolved in methanol (15 mL)/ethanol (15 mL) then N,N-diisopropylethylamine (1.42 mL, 8.15 mmol) was added, followed by hydroxylamine hydrochloride (849 mg, 12.2 mmol). The mixture was stirred at 50 C for 3 h then cooled to room temperature and concentrated. The residue was directly used for the next step without further purification. LC-MS calculated for CeHvClNs (M+H)+: m/z = 184.0; found 184.0.

Statistics shows that 1749-68-4 is playing an increasingly important role. we look forward to future research findings about 6-Chloro-2-methylpyrimidin-4-amine.

Reference:
Patent; INCYTE CORPORATION; WU, Liangxing; SHEN, Bo; LI, Jingwei; LI, Zhenwu; LIU, Kai; ZHANG, Fenglei; YAO, Wenqing; (120 pag.)WO2017/70089; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 2380-63-4, 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. 2380-63-4, name is 1H-Pyrazolo[3,4-d]pyrimidin-4-amine. A new synthetic method of this compound is introduced below.

500 mg 1H-pyrazole [3,4-d]pyrimidine-4-amine and 1.25 g of N-iodosuccinimide were dissolved in 5 ml of N,N-dimethylformamide, under argon, the mixture was heated to 80 C for 18 hours, and after cooled to room temperature, it was poured into 20 ml of saturated aqueous solution of sodium thiosulfate and then beated and filtered. The cake was dried to give 1.2 g of brown solid. 1H NMR (300 MHz, DMSO-d6) delta 13.81 (s, 1H), 8.13 (s, 1H), 8.17 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2380-63-4, 1H-Pyrazolo[3,4-d]pyrimidin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; Shanghai Institute of Materia Medica, Chinese Academy of Sciences; DUAN, Wenhu; GENG, Meiyu; WANG, Yuming; AI, Jing; FAN, Jun; DAI, Yang; DING, Jian; (133 pag.)EP3486244; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 302964-08-5 ,Some common heterocyclic compound, 302964-08-5, molecular formula is C16H13Cl2N5OS, 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.

2-oxa-6-azaspiro [3,3] heptane oxalate (128 mg, 0.4 mmol) was added to a solution of 2 – ((6-chloro-2-methylpyrimidin-4-yl) -N- (2-chloro-6-methylphenyl) thiazole-5-carboxamide (158 mg, 0.4 mmo 1) and N, N-diisopropylethylamine ( 56 mL, 1.6 mmo 1) , 4-dioxane (5 mL), heated to reflux, reacted overnight, TLC was monitoredMeasured raw material disappeared. The reaction was stopped at room temperature and the solvent was removed. The resulting solid was washed twice with methanol and diethyl ether and subjected to column chromatography to give a white solid (10 mg, 5% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,302964-08-5, its application will become more common.

Reference:
Patent; Fudan University; Dong, Xiaochun; Zhao, WeiLi; Zhao, Yichao; Lin, Zhaohu; Lu, Xiuhong; Wang, Wen; Dong, Qian; (12 pag.)CN104151321; (2016); B;,
Pyrimidine | C4H4N2 – PubChem,
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.113583-35-0, name is 2-Methanesulfonyl-4,6-dimethoxypyrimidine, molecular formula is C7H10N2O4S, molecular weight is 218.23, as common compound, the synthetic route is as follows.HPLC of Formula: C7H10N2O4S

EXAMPLE 3 Methyl 2-(4,6-dimethoxy-pyrimidin-2-yloxy)-3-methoxy-3,3-diphenylpropionate 2.86 g (10 mmol) of methyl 2-hydroxy-3-methoxy-3,3-diphenylpropionate were dissolved in 40 ml of dimethylformamide, and 0.3 g (12 mmol) of sodium hydride was added. The mixture was stirred for 1 h. and then 2.2 g (10 mmol) of 4,6-dimethoxy-2-methylsulfonylpyrimidine were added. After stirring at room temperature for 24 h., cautious hydrolysis was carried out with 10 ml of water, the pH was adjusted to 5 with acetic acid, and the solvent was removed by distillation under high vacuum. The residue was taken up in 100 ml of ethyl acetate, washed with water and dried over magnesium sulfate, and the solvent was distilled out. The residue was mixed with 10 ml of ether, and the resulting precipitate was filtered off with suction. After drying, 3.48 g (82%) of a white powder remained.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,113583-35-0, 2-Methanesulfonyl-4,6-dimethoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BASF Aktiengesellschaft; US6030975; (2000); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1683-75-6, 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. 1683-75-6, name is 2-Amino-4-chloro-5-fluoropyrimidine. A new synthetic method of this compound is introduced below.

General procedure: To a mixture of (4, 4, 5, 5-tetramethyl-1, 3, 2-dioxaborolan-2-yl)-1H-benzo[d]imidazole derivatives (7 mmol, 1 eq.), which was commercially available or prepared according to the literature procedure [WO2016192630], amino aromatic chloride (1.1 eq.) in DMF (20 mL) was added Na2CO3 aq. (3 eq.). The mixture was bubbled with Ar for 15 mins and then Pd(dppf)Cl2 (0.1 eq.) was added. The mixture was heated to 80oC and stirred for 4-6 hours under Ar atmosphere, then cooled to room temperature and concentrated to remove the organic solvent after reaction completion. The residue was diluted with water (100 mL) and extracted with EA (150 mL×3). The organic layer was separated and washed with saturated brine, then dried with anhydrous Na2SO4. The organic phase was then concentrated and the residue was further purified with flash chromatography or preparative HPLC to afford the desired intermediate compounds 3a-3j, which were characterized by LC-MS.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1683-75-6, 2-Amino-4-chloro-5-fluoropyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Zha, Chuantao; Deng, Wenjia; Fu, Yan; Tang, Shuai; Lan, Xiaojing; Ye, Yan; Su, Yi; Jiang, Lei; Chen, Yi; Huang, Ying; Ding, Jian; Geng, Meiyu; Huang, Min; Wan, Huixin; European Journal of Medicinal Chemistry; vol. 148; (2018); p. 140 – 153;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 335654-06-3, 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.335654-06-3, name is 2-Chloro-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H4ClN3, molecular weight is 153.57, as common compound, the synthetic route is as follows.

N-lodosuccinimide (742 g, 3.30 mol) was added to 2-chloro-7H-pyrrolo[2,3-c/]pyrimidine (482.5 g, 3.14 mol) in acetonitrile (2500 mL) at 12C. The mixture was stirred at room temperature for 1 hour then sodium metabisulphite (650 g in 4500 mL of water) was added. The mixture was stirred for 1 hour then filtered to afford the title compound as a orange solid in 82% yield, 716.2 g. 1H NMR (400 MHz, DMSO-d6): delta ppm 7.83 (s, 1 H), 8.63 (s, 1 H), 12.73 (s, 1 H)

The chemical industry reduces the impact on the environment during synthesis 335654-06-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PFIZER LIMITED; ANDREWS, Mark, David; BAGAL, Sharanjeet, Kaur; BROWN, David, Graham; GIBSON, Karl, Richard; OMOTO, Kiyoyuki; RYCKMANS, Thomas; SABNIS, Yogesh; SKERRATT, Sarah, Elizabeth; STUPPLE, Paul, Anthony; WO2014/53967; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 287714-35-6, Adding some certain compound to certain chemical reactions, such as: 287714-35-6, name is Methyl 2-chloropyrimidine-5-carboxylate,molecular formula is C6H5ClN2O2, 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 287714-35-6.

1.3.1 Intermediate 10 ADiisopropylethylamine (1.5 mL, 8.7 mmol) was added to a mixture of methyl 2- chloropyrimidine-5-carboxylate (0.5 g, 2.9 mmol) and (3R)-3-methoxypyrrolidine hydrochloride (0.48 g, 3.48 mmol) in acetonitrile (6 mL) and the mixture was micro waved at 140 C for 30 min. The reaction was diluted with ethyl acetate (20 mL), water (10 mL) and sodium carbonate (sat., aq., 10 mL). The phases were separated and the aqueous phase was re- extracted with ethyl acetate (2 x 20 mL) and the combined organic phases were washed with water (10 mL), brine (2 x 10 mL), dried (MgS04), filtered and concentrated. The residue was purified by silica chromatography, 0-100% ethyl acetate in petrol to give product as a light yellow solid methyl 2-[(3R)-3-methoxypyrrolidin-l-yl]pyrimidine-5-carboxylate (0.66 g, 95 % yield). NMR (400 MHz, CD3OD) delta 8.80 (s, 2H), 4.10 – 4.16 (m, 1H), 3.86 (s, 3H), 3.71 – 3.81 (m, 2H), 3.55 – 3.70 (m, 2H), 3.36 (s, 3H), 2.04 – 2.24 (m, 2H)MS (ES+) 238

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. 287714-35-6, Methyl 2-chloropyrimidine-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; POONI, Parminder, Kaur; MERCHANT, Kevin, John; BUFFHAM, William, John; WO2011/83314; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia