Tag: M.W:200-300

Adding a certain compound to certain chemical reactions, such as: 137281-39-1, 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid, 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, Recommanded Product: 137281-39-1, blongs to pyrimidines compound. Recommanded Product: 137281-39-1

4. 4-[2-(2-Amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoic acid (60 g 0.2 mol) Add to a 500ml four-neck bottle,Add 200ml of DMF and 60.6g of triethylamine to the temperature to 30 C and stir to dissolve.Benzyl chloride (0.2 mol) was added dropwise,Warming up to 50C for 1 hour,Evaporate DMF under reduced pressure,Add 200ml of pure water and stir.Adjust the pH to 5 with dilute hydrochloric acid, stir the crystallization,Cool down to 0-5C suction filtration,Drying the product 4-[2-(2-benzylamino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoic acid (molar Yield 95.8%, purity 99.0%)

The synthetic route of 137281-39-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lunan Pharmaceutical Group Co., Ltd.; Zang Chao; Xia Mingjun; (11 pag.)CN110305136; (2019); A;,
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 6299-85-0, name is Methyl 2,6-dichloropyrimidine-4-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of Methyl 2,6-dichloropyrimidine-4-carboxylate

Methyl 2-chloro-6- [(36^-3 -methylmorpholin-4-yllpyrimidine-4-carboxylateMethyl 2,6-dichloropyrimidine-4-carboxylate (4.4 g, 21.25 mmol) in DCM (20 mL) was cooled in ice and treated dropwise with 3S-3-methylmorpholine (2.37g, 23.4 mmol) and DIPEA (8.15 mL, 46.8 mmol). After 3 hours polymer supported isocyanate scavenger resin (Ig) was added and the mixture was stirred for 30 minutes then filtered. The solution was evaporated and purified by flash silica chromatography, eluting with 5 – 20% methanol in DCM, to give the desired material as a white solid (5.0 g).NMR Spectrum: 1H NMR (300.132 MHz, DMSOd6) delta 1.23 (3H, d), 3.16 – 3.36 (2H, m), 3.45 (IH, td), 3.59 (IH, dd), 3.71 (IH, d), 3.87 (3H, s), 3.93 (IH, dd), 4.33 – 4.56 (IH, m), 7.28 (IH, s)LCMS Spectrum: MH+ 272.38, Retention Time 1.52 Method: Monitor Base

With the rapid development of chemical substances, we look forward to future research findings about 6299-85-0.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/7751; (2009); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 353272-15-8, 6-Chloro-5-iodopyrimidin-4-amine, 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, Quality Control of 6-Chloro-5-iodopyrimidin-4-amine, blongs to pyrimidines compound. Quality Control of 6-Chloro-5-iodopyrimidin-4-amine

Compound (S)-3-(1-Aminoethyl)-2-cyclopropyl-8-fluoroisoquinolin-1(2H)-one (425 mg, 1.726 mmol),6-chloro-5-iodopyrimidine-4-amine (463.8 mg, 1.816 mmol) andA mixture of DIPEA (445.5 mg, 3.447 mmol) in n-butanol (2.5 mL) was heated to 130 C and stirring was continued for 30 hours.After cooling to room temperature and concentrating under reduced pressure, EtOAc m.The crude product was purified by silica gel column chromatography (EtOAc/EtOAc)The title compound was obtained as a pale yellow solid (250 mg, 31%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,353272-15-8, 6-Chloro-5-iodopyrimidin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Wang Liang; Wang Tingjin; Wu Weibin; (84 pag.)CN105130966; (2019); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 51940-64-8, 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. 51940-64-8, name is Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate, molecular formula is C7H6Cl2N2O2, 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.

DIPEA (4.28 mL, 24.5 mmol) was added dropwise to ethyl 2,4-dichloropyrimidine-5- carboxylate (2.46 g, 11.1 mmol) and 4-amino-4-methyl-cyclohexanol hydrochloride (2.00 g, 11.1 mmol) in acetonitrile (40 mL) at 0C over 5 min. The reaction mixture was allowed to warm to rt, then was stirred at rt for 6 h and concentrated in vacuo, diluted with EtOAc (300 mL) and washed with sat. brine (100 mL x 2). The organic layer was isolated and dried over MgSC and concentrated in vacuo. The resulting crude product was purified by fee, elution gradient 0 to 20% EtOAc in n-heptane, to afford the title compound (2.82 g, 81%) as a pale yellow gum;lH NMR (400 MHz, DMSO) 1.36 – 1.44 (3H, m), 1.44 – 1.58 (6H, m), 1.57 – 1.71 (1H, m), 1.72 – 2.13 (3H, m), 2.41 – 2.54 (2H, m), 3.63 – 3.75 (1H, m), 4.36 (2H, q), 8.52 – 8.59 (1H, m), 8.67 (1H, d); mJz MH+314.

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 51940-64-8, Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate.

Reference:
Patent; ASTRAZENECA AB; CANCER RESEARCH TECHNOLOGY LIMITED; FINLAY, Maurice, Raymond, Verschoyle; GOLDBERG, Frederick, Woolf; TING, Attilla, Kuan, Tsuei; (103 pag.)WO2018/114999; (2018); 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.2915-16-4, name is 2-Chloro-4,6-diphenylpyrimidine, molecular formula is C16H11ClN2, molecular weight is 266.73, as common compound, the synthetic route is as follows.Formula: C16H11ClN2

Under an atmosphere of argon, a 300 mL three-necked flask was charged with intermediate (a) (5.6 g, 21 mmol) 2-Bromocarbazole (5.43 g, 22.1 mmol), Potassium carbonate (3.48 g, 25.2 mmol), Dimethylformamide (DMF, 50 mL) was added and the mixture was refluxed at 100 for 8 hours. After the reaction solution was cooled to room temperature, insolubles were removed by filtration, and the organic solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography to obtain intermediate (h) (9.0 g, yield 90%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2915-16-4, 2-Chloro-4,6-diphenylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Idemitsu Kosan Corporation; Nishimura, Kazuki; Ito, Mitsunori; Inoue, Tetsuya; (48 pag.)KR2015/92145; (2015); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 10457-14-4, 2,4-Bis((trimethylsilyl)oxy)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, Computed Properties of C10H20N2O2Si2, blongs to pyrimidines compound. Computed Properties of C10H20N2O2Si2

Example 172 Synthesis of N-(5-((2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methylthio)-2-methylpentan-2-yl)benzenesulfonamide [Show Image] The tert-butyl 5-(methoxymethylthio)-2-methylpentan-2-ylcarbamate (780 mg) obtained in Reference Example 241 was dissolved in dichloromethane (3.0 mL). To the solution, a solution of BCl3 in dichloromethane (1.0 M, 940 muL) was gradually added at 0C, and the mixture was stirred at room temperature for 1.5 hours. The reaction mixture was concentrated under reduced pressure, and the residue was then dissolved in DCE (28 mL). To the mixture, 2,4-bis(trimethylsilyloxy)pyrimidine (1.08 g) obtained according to a method described in the document (Nucleosides & Nucleotides, 4, 565-585 (1985)) and iodine (28 mg) were added, and the mixture was heated to reflux at 93C for 24 hours. The reaction mixture was cooled to room temperature, an aqueous saturated sodium bisulfite solution (25 mL) was then added thereto, and the resultant mixture was then extracted with ethyl acetate (50 mL). The organic layer was washed with brine (20 mL), dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (85% ethyl acetate/hexane). An aliquot (220 mg) of the obtained colorless gum (503 mg) was dissolved in a hydrochloric acid-dioxane solution (4.0 M, 4.0 mL), and the solution was stirred at room temperature for 30 minutes. The reaction mixture was concentrated under reduced pressure, and the residue was then co-evaporated with toluene (5.0 mL ¡Á 3). The residue was dissolved in dichloromethane (3.0 mL) and DMF (2.0 mL). To the mixture, triethylamine (260 muL) and benzenesulfonyl chloride (120 muL) were added, and the mixture was stirred at room temperature for 24 hours. To the reaction mixture, water (5.0 mL) was added, and the resultant mixture was then extracted with ethyl acetate (10 mL). The organic layer was washed with brine (5.0 mL), dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (90% ethyl acetate/hexane) to obtain the title compound (23.4 mg, yield: 9.5%) as a foam. 1H-NMR (DMSO-d6) delta (ppm): 1.00 (6H, s), 1.38-1.43 (4H, m), 2.40-2.45 (2H, m), 4.81 (2H, s), 5.62 (1H, dd, J = 2.0, 7.9 Hz), 7.44 (1H, brs), 7.50-7.61 (3H, m), 7.70 (1H, d, J = 7.9 Hz), 7.79-7.82 (2H, m), 11.34 (1H, brs)

The synthetic route of 10457-14-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Taiho Pharmaceutical Co., Ltd.; EP2295414; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 74901-69-2, 2,4-Dichloro-6,7-dihydrothieno[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, 74901-69-2, blongs to pyrimidines compound. Application In Synthesis of 2,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidine

25.4 (S)-5-(2-chloro-6,7-dihydrothieno[3,2-d]pyrimidin-4-ylamino)-1-methylpiperidin-2-one (III-5) 0.27 g (II) are placed in 3 ml dioxane, then 0.45 ml diisopropylethylamine and 0.25 g (S)-5-amino-1-methylpiperidin-2-one are added. The reaction mixture is heated to 130 C. until no further reaction takes place, then cooled and evaporated down. The product is extracted with dichloromethane and purified by chromatography (preparative HPLC, method B). 0.26 g (III-5) are obtained as a solid. Analytical HPLC-MS (method A): RT=1.06 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,74901-69-2, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2010/305102; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 10244-24-3, 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. 10244-24-3, name is 4,4′-(6-Chloropyrimidine-2,4-diyl)dimorpholine, molecular formula is C12H17ClN4O2, 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.

Reference Example 13 2,6-Di-morphoIin-4-yl-f4<5'lbipyrimidinvI-2'-ylamineTo a cold solution of 2,4,6-trichloropyrimidine (16g) in methanol (20OmL) was added morpholine (15.2ml). The reaction mixture was stirred for 24 hours and the solvent was then removed in vacuo. The residue was dissolved in dichloromethane, washed with water, dried (MgSO4) and the solvent removed in vacuo. The residue was purified using flash chromatography to yield 4-(6-chloro-2-morpholin-l-yl-pyrimidin-4- yl)-morpholine.Reaction of 4-(6-chloro-2-morpholin-l-yl-pyrimidin-4-yl)-morpholine with 2- aminopyrimidine-5-boronic acid, pinacol ester using standard Suzuki conditions yielded the desired title compound. 400MHz IH NMR CDC133.64-3.66 (m, 4H, 2 x CH2), 3.7-3.86 (m, 12H, 6 x CH2), 5.22 (sbr, 2H, NH2), 6.17 (s,H, ArH), 8.89 (s, 2H, 2 x ArH).

According to the analysis of related databases, 10244-24-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; WO2009/66084; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 18740-39-1, 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 18740-39-1 as follows.

4-hydroxy-3,5-dimethylbenzonitrile (0.15 g, 1 mmol) and potassium carbonate (0.17 g, 1.2 mmol) were weighed in 5 mLN, N-dimethylformamide (DMF), stirred at room temperature for 15 minutes, and then 2,4-dichlorothieno [2,3-d] pyrimidine(0.21 g, 1 mmol) was added at room temperature for 2 h (TLC detection reaction was complete). At this point there is a lot of white solid generated, slowly To this was added 25 mL of ice water, filtered and dried in a vacuum oven to give the white solid as compound 4 – ((2-chlorothiophene[2,3-d] pyrimidin-4-yl) oxy) -3,5-dimethylbenzonitrile in a yield of 91.7percent

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18740-39-1, its application will become more common.

Reference:
Patent; Shandong University; Liu Xinyong; Kang Dongwei; Zhan Peng; Wu Gaoshan; Huo Zhipeng; (22 pag.)CN106866699; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 31169-25-2, 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 31169-25-2 as follows.

7-bromothieno[3,2-d]pyrimidin-4(3H)-one (5.9 g) was dissolved in POCl3 (20 mL) and the reaction mixture was stirred at 150 C. for 3 hours. The reaction mixture was cooled to room temperature, and remaining POCl3 was concentrated and placed in ice water. The solid thus obtained was washed with sodium bicarbonate and dried using nitrogen gas. The resulting compound was further dried over anhydrous sodium sulfate, and filtered and distilled under reduced pressure to obtain the title compound (1.0 g, 39%). [0175] 1H NMR (300 MHz, DMSO-d6): delta 9.16 (s, 1H), 8.79 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,31169-25-2, its application will become more common.

Reference:
Patent; HANMI PHARM. CO., LTD; Son, Jung Beom; Kim, Nam Du; Chang, Young Kil; Kim, Hee Cheol; Kim, Ji Sook; Jung, Young Hee; US2013/274268; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia