Tag: M.W=300-400

Adding a certain compound to certain chemical reactions, such as: 139756-21-1, 5-(2-Ethoxyphenyl)-1-methyl-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-one, 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, HPLC of Formula: C17H20N4O2, blongs to pyrimidines compound. HPLC of Formula: C17H20N4O2

I-09a (2.5 g, 8.0 mmol) was added into CISO3H (R-05, 10 mL) at ice-water and stirred at r.t. for 2 hours. The reaction mixture was quenched by adding water, and then filtrated. The filtrate cake was collected and dried under vacuo to give I-i Oa (2.0 g) ESI-MS (Mi-i): 411 calc. for C17H19C1N404S: 410.1.

The synthetic route of 139756-21-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUNDACION PARA LA INVESTIGACION MEDICA APLICADA; CUADRADO TEJEDOR, Maria Del Mar; FRANCO FERNANDEZ, Rafael; GARCIA OSTA, Ana Maria; OYARZABAL SANTAMARINA, Julen; RABAL GRACIA, Maria Obdulia; WO2014/131855; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 330786-24-8, 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. 330786-24-8, name is 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine. A new synthetic method of this compound is introduced below.

Intermediate 1 (5g) was dissolved in dry DMF (50 mL) and potassium carbonate (8.8 g) was added. The suspension was stirred at ambient temperature for 2 h. After dropwise addition of Intermediate 2 (9 g) dissolved in DMF (10 mL) the reaction mixture was heated at 80C for 14 h. The organic layer was separated and the water layer extracted with EtOAc (3×20 mL). The organic layers were combined and dried over Na2SC>4. Solvent evaporation at reduced pressure and recrystallization result in 6.3g (80%) tert-butyl-(3R)-3-[4-amino-3-(4-phenoxyphenyl)pyrazolo [3,4-d] pyrimidin- 1 -yl]piperidine – 1 -carboxylate.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,330786-24-8, 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; AZAD PHARMACEUTICAL INGREDIENTS AG; MAIER, Thomas; KARAPETYAN, Inna; ARAKELYAN, Alvard; MARGARYAN, Tamara; SARGSYAN, Vardan; STEPANYAN, Heghine; ABOVYAN, Hermine; GERBER AESCHBACHER, Roman; HAFERKAMP, Sven; (37 pag.)WO2017/137446; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 58536-46-2, Adding some certain compound to certain chemical reactions, such as: 58536-46-2, name is 4-(4-Bromophenyl)-2,6-diphenylpyrimidine,molecular formula is C22H15BrN2, 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 58536-46-2.

A 250 ml four-necked flask was charged with 0.02 mol of C5 and 0.022 mol of C1 under a nitrogen atmosphere.0.06 mol sodium t-butoxide, 2×10-4 mol Pd2(dba)3 [tris(dibenzylideneacetone) dipalladium], 2×10-4 mol P(t-Bu)3 (tri-tert-butylphosphine), 150ml of toluene, heated to reflux for 24 hours, sampling the plate, the reaction is complete, naturally cooled, filtered, the filtrate is steamed, passed through the silica gel column,The target product was obtained with a purity of 98.5% and a yield of 57.50%.

According to the analysis of related databases, 58536-46-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Ye Zhonghua; Li Chong; Xu Kai; Zhang Xiaoqing; Zhang Zhaochao; (38 pag.)CN108239070; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 58536-46-2, name is 4-(4-Bromophenyl)-2,6-diphenylpyrimidine, molecular formula is C22H15BrN2, 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. Formula: C22H15BrN2

F-4 8.0g (23.23mmol), 4- (4- bromophenyl) pyridine-2,6-diphenyl (4- (4-bromophenyl) -2,6-diphenylpyrimidine), 9.9g (25.55mmol), Pd2 (dba) 3 2.1g (2.323mmol), P (t-Bu) 3 0.22g (2.323mmol), sodium tert-butoxide 14.1g (69.69mmol) and stirred for 6 hours under the reflux of toluene in 120C 150mL. After cooled back to room temperature after completion of the reaction the solid is created filter was washed with ethyl acetate (EA), methanol (MeOH). Then after the solid boiled with excess Toluene filter to obtain the title compound 1-482 10.8g (71%).

With the rapid development of chemical substances, we look forward to future research findings about 58536-46-2.

Reference:
Patent; HEESUNG MATERIAL LTD.; LEE, JEONG HYEON; JONG, SOO JIN; KIM, KI YOUNG; KIM, DONG JOON; PARK, CHAN JOON; CHOI, JIN SEOK; CHOI, DAE HYEOK; EUM, SONG JIN; LEE, JOO DONG; (164 pag.)KR101579289; (2015); B1;,
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.153435-63-3, name is 2-(Tributylstannyl)pyrimidine, molecular formula is C16H30N2Sn, molecular weight is 369.1328, as common compound, the synthetic route is as follows.Formula: C16H30N2Sn

A mixture of compound from step 20d (500 mg, 1.033 mmol), 2-(tri-n-butylstannyl)pyrimidine (395 mg,1.03 mmol), CsF (313 mg, 2.06 mmol) and Pd(PPh3)4 (115.5 mg,0.10 mmol), Cul (38 mg, 0.20 mmol) in DMF (7 mL) was stirred for 48 hours at 40 C. After being cooled to rt, it was concentrated and the residue was partitioned (EtOAc/brine). The organic was dried (Na2SO4), filtered and concentrated. The residue was chromatographed (silica, ethyl acetate/petroleum ether) to give the desired compound as a yellow solid (300 mg, 60%). ESIMS m/z = 486.25, 488.25 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,153435-63-3, 2-(Tributylstannyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ENANTA PHARMACEUTICALS, INC.; QIU, Yao-Ling; CAO, Hui; LI, Wei; PENG, Xiaowen; JIN, Meizhong; KASS, Jorden; GAO, Xuri; OR, Yat, Sun; (99 pag.)WO2017/11552; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1197953-49-3 ,Some common heterocyclic compound, 1197953-49-3, molecular formula is C12H12Cl2N3OP, 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.

AP26113 intermediate (2g, 6.3mmol) was added sequentially in a standard microwave reaction tube at room temperature.SIAIS 1197129 (2.4 g, 7.8 mmol), Pd(OAc) 2 (176 mg, 0.78 mmol), Xantphos (810 mg, 1.4 mmol),cesium carbonate (6.4 g, 19.6 mmol), 30 mL DMF, followed by argon exchange, microwave reaction at 110 C for 1.5 h. TLC detection reactionAfter the bundle, the mixture was filtered through silica gel, water-purified, ethyl acetate, washed with water, dried over anhydrous sodium sulfate,Methanol and water gave a reddish brown solid (900 mg) directly to the next step.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1197953-49-3, its application will become more common.

Reference:
Patent; ShanghaiTech University; Yang Xiaobao; Jiang Biao; Song Xiaoling; Lin Haifan; Sun Ning; Chen Jinju; Qiu Xing; Ren Chaowei; Kong Ying; (232 pag.)CN109912655; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 761440-16-8, Adding some certain compound to certain chemical reactions, such as: 761440-16-8, name is 2,5-Dichloro-N-(2-(isopropylsulfonyl)phenyl)pyrimidin-4-amine,molecular formula is C13H13Cl2N3O2S, 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 761440-16-8.

Tert-butyl 4- (4-amino-5-isopropoxy-2-methylphenyl) piperidine-(0.300 g, 0.861 mmol),(0.298 g, 0.861 mmol), Pd [P (tBu) 3] 2 (0.044 g, 0.086 mmol) was added to a solution of 2,5-dichloro-N- (2- (isopropylsulfonyl) phenyl) pyrimidin-Mmol) and NaOtBu (0.083 g, 0.861 mmol) were mixed in toluene (5 mL), heated at 150 C for 20 minutes under microwave irradiation, and then cooled to room temperature to complete the reaction. The reaction mixture was poured into water and extracted with ethyl acetateAll. The organic layer was washed with a saturated aqueous sodium chloride solution, and water was removed with anhydrous magnesium sulfate, followed by filtration and concentration under reduced pressure. The concentrate was purified by column chromatography (SiO2, 12 g cartridge; ethyl acetate / hexane = 0% to 30%) And concentrated to give tert-butyl 4- (4- (5-chloro-4- (2- (isopropylsulfonyl) phenylamino) pyrimidin- -methylphenyl) piperidine-1-carboxylate (0.252 g, 44.5%) as a lemon solid solid.

According to the analysis of related databases, 761440-16-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; YOO, CHUNG-YEOL; JIN, SEOK-MIN; KIM, JU-YOUNG; (34 pag.)KR2016/147358; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1421372-94-2, 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. 1421372-94-2, name is N-(4-Fluoro-2-methoxy-5-nitrophenyl)-4-(1-methyl-1H-indol-3-yl)pyrimidin-2-amine. A new synthetic method of this compound is introduced below.

Compound 6 (7.7 mL) was added to a suspension of N-(4-fluoro-2-methoxy-5-nitrophenyl)-4-(1-methylindol-3-yl)pyrimidin-2-amine (compound 5, 15.5 g, 0.79) and K2CO3 (16.3 g) DMF (60 mL). The mixture was heated at 60 C. for 60 min and then water (150 mL) was added. Solids were filtered and rinsed with water. The crude dark red product was directly used in the next step without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1421372-94-2, N-(4-Fluoro-2-methoxy-5-nitrophenyl)-4-(1-methyl-1H-indol-3-yl)pyrimidin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; X-Cutag Therapeutics, Inc.; CHENG, Changfu; WEN, Shuhao; LI, Hui Joyce; (30 pag.)US2019/169171; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 302964-08-5, 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. 302964-08-5, name is 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide. A new synthetic method of this compound is introduced below.

Compound 13 can then be obtained by treaUng compound 12 w[th TFA. Subsequent coupIng of compound 13 with compound 8 n the presence of DIPEA can afford compound 14.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,302964-08-5, 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, and friends who are interested can also refer to it.

Reference:
Patent; COMBS, Colin; MULLER, Gerhard; DAMEN, Eddy; NAGAMOTO-COMBS, Kumi; (73 pag.)WO2017/100703; (2017); A1;,
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.131860-97-4, name is (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate, molecular formula is C15H13ClN2O4, molecular weight is 320.73, as common compound, the synthetic route is as follows.Product Details of 131860-97-4

To a solution of methyl (E)-2-{2-[6-chloropyrimidin~4-yloxy]phenyl} -3-methoxyacrylate (64.4g; prepared as described in WO 92/08703) in cyclohexanone (approximately 80g) was added 2-cyanophenol (26.6g) and cyclohexanone (26.6g). The mixture was heated to 5O0C and DABCO (0.2g) in cyclohexanone (2g) and potassium carbonate (42.4g) were charged. The reaction was heated to 9O0C and held for three hours. The temperature was adjusted to 50-600C and hot water (88g) added, stirred for 15 minutes, and the aqueous phase separated. Analysis of the cyclohexanone layer gave a 91.3% yield of methyl (E)- 2-{2-[6-(2- cyanophenoxy)pyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (azoxystrobin). Cyclohexanone was removed by vacuum distillation, and to the distillation residues at 8O0C was added methanol (59g). The methanol solution was cooled slowly to 0-50C, filtered and the cake washed with methanol (2×15.8g) to give, after drying, methyl (E)- 2-{2-[6-(2- cyanophenoxy)pyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (87.0% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,131860-97-4, (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate, and friends who are interested can also refer to it.

Reference:
Patent; SYNGENTA LIMITED; WO2006/114572; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia