Pyrimidines

Adding a certain compound to certain chemical reactions, such as: 3177-20-6, Methyl 2,4-dichloropyrimidine-5-carboxylate, 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: 3177-20-6, blongs to pyrimidines compound. Recommanded Product: 3177-20-6

(S)-(4-cyclopropyl-2-(8-(hydroxymethyl)-1-isopropyl-7-(methylsulfonyl)-3,4-dihydrobenzo[4,5]imidazo[1,2-a]pyrazin-2 (1H)-yl)pyrimidin-5-yl)methanol To a solution of methyl 2,4-dichloropyrimidine-5-carboxylate (852 mg, 4 mmol) and cyclopropylboronic acid (344 mg, 4 mmol) in THF (10 mL) was added K3PO4 (3.1 g, 12 mmol) followed by Pd(dppf)Cl2 (292 mg, 0.4 mmol) under N2. The mixture was refluxed for 4 h until the material was disappeared. The reaction mixture was cooled to rt. THF was removed under vacuum. Water (20 mL) was added and the mixture was extracted with EtOAc (20 mL*3). The organic layers were dried over anhydrous Na2SO4, filtered and concentrated under vacuum. The residue was purified by preparative TLC to afford methyl 2-chloro-4-cyclopropylpyrimidine-5-carboxylate (220 mg, 26percent yield) as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3177-20-6, Methyl 2,4-dichloropyrimidine-5-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Vitae Pharmaceuticals, Inc.; Gregg, Richard E.; US2015/250787; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 33097-11-9, 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 33097-11-9 as follows.

To a mixture of 5-methyl-lH-pyrazol-3-amine (1.44 g, 14.84 mmol), DIEA (2.19 mL, 12.57 mmol) and KI (380 mg, 2.28 mmol) in DMF (13 mL) was added 4,6-dichloro-2-(methylthio)pyrimidine-5-carbaldehyde (2.55 g, 1 1.43 mmol). The mixture was stirred at rt for 3 h and then water was added. The suspended solid was collected by filtration and dried to afford crude 4-chloro-6-((5- methyl-lH-pyrazol-3-yl)amino)-2-(methylthio)pyrimidine-5-carbaldehyde (3.74 g, quantitative) as a light orange powder, which was used without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,33097-11-9, its application will become more common.

Reference:
Patent; AMBIT BIOSCIENCES CORPORATION; CHAO, Qi; HADD, Michael, J.; HOLLADAY, Mark, W.; ROWBOTTOM, Martin; WO2012/30924; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 5305-45-3, 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. 5305-45-3, name is 4,6-Dichloropyrimidine-5-carbonitrile, molecular formula is C5HCl2N3, 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.

Intermediate 1 To a solution of 4-fluoro-2-methyl-lH-indol-5-ol (200 mg, 1.21 mmol) in a mixture of acetonitrile (4 mL) and N, N-dimethylformamide (1 mL) was added potassium carbonate (200 mg, 1.45 mmol). The reaction mixture was stirred for lh at room temperature before a suspension of 4, 6-dichloropyrimidine-5-carbonitrile (221 mg, 1.27 mmol) in 3 mL of acetonitrile was added. This mixture was stirred at room temperature for 1 h. TLC was checked and the reaction was completed. The mixture was diluted with water and ethyl acetate. The layers were separated and the aqueous phase was extracted twice with ethyl acetate. The combined organic phases were washed once with water, then with brine, dried over sodium sulfate, filtered, and the filtrate was concentrated in vacuo to give the desired product as brown solids (365 mg, 99% yield). 1H MR (400 MHz, DMSO-d6) delta 11.46 (br, 1H), 8.83 (s, 1H), 7.17 (d, J = 8.8 Hz, 1H), 7.00 (t, J = 7.6 Hz, 1H), 6.27 (s, 1H), 2.41 (s, 3H); ESI-MS: calcd for (C14H8C1FN40) 302, found 303 (MH+).

According to the analysis of related databases, 5305-45-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NANTBIOSCIENCE, INC.; TAO, Chunlin; POLAT,, Tulay; WEINGARTEN, Paul; NALLAN, Laxman; ARP, Forrest; WANG, Qinwei; HO, David; (129 pag.)WO2016/138527; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 183438-24-6, 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. 183438-24-6, name is 5-Bromo-2-iodopyrimidine, molecular formula is C4H2BrIN2, 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.

A suspension of 5-bromo-2-iodopyrimidine (2.81 g, 9.86 mmol), vinyl boronic acid pinacol ester (1.98 mL, 11.7 mmol) and cesium carbonate (6.30 g, 19.5 mmol) in dioxane (39 mL) and water (14 mL) was degassed by sparging with Ar. [1,1?-Bis(diphenylphosphino)ferrocene]dichloropalladium(II), complex with DCM (364 mg, 486 mumol) was added and the reaction heated to 100 C for 4 h. The reaction mixture was concentrated in vacuo to remove the dioxane, then partitioned between EtOAc and water. The aqueous layer was extracted EtOAc (×2), then the combined organic layers dried (MgSO4), filtered and concentrated in vacuo. FCC (2-16% EtOAc in toluene) provided the title compound as an oil (0.850 g). 1H NMR (CDCl3, 300 MHz): delta 8.74 (s, 2H), 6.83 (dd, J = 17.4, 10.5 Hz, 1H), 6.62 (dd, J = 17.4, 1.8 Hz, 1H), 5.76 (dd, J = 10.5, 1.8 Hz, 1H).

According to the analysis of related databases, 183438-24-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BRONNER, Sarah M.; CRAWFORD, James J.; CRIDLAND, Andrew; CYR, Patrick; FAUBER, Benjamin; GANCIA, Emanuela; GOBBI, Alberto; HURLEY, Christopher; KILLEN, Jonathan; LEE, Wendy; RENE, Olivier; VAN NIEL, Monique Bodil; WARD, Stuart; WINSHIP, Paul; ZBIEG, Jason; (439 pag.)WO2018/83105; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 2565-47-1, Adding some certain compound to certain chemical reactions, such as: 2565-47-1, name is 1-Methylpyrimidine-2,4,6(1H,3H,5H)-trione,molecular formula is C5H6N2O3, 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 2565-47-1.

(b) 6-Chloro-3-methylpyrimidine-2,4(l/J,3H)-dioneWater (2.7 mL) is added dropwise to a suspension of 1-methylpyrimidine- 2,4,6(lH,3H,5No.)-trione (14.2 g, 100 mol) in POCl3 (95 mL) at 0 0C. The reaction mixture is then heated at 80 C for 5 hours. The resulting brownish solution is cooled, and POCl3 is evaporated under reduced pressure. The residue is treated with MeOH, and the obtained solid is recrystallized from ethanol to give 11.5 g product (Yield: 71.6%). m.p. = 279-282 0C (dec) [Lit.2: 280-282 0C]. 1H NMR (400 MHz, DMSO-d6) (53.10 (S, 3H), 5.90 (S, IH), 12.4 (br, IH).

According to the analysis of related databases, 2565-47-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; INTRA-CELLULAR THERAPIES, INC.; WO2006/133261; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 138274-14-3, 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. 138274-14-3, name is 5-(Benzyloxy)-2-chloropyrimidine, molecular formula is C11H9ClN2O, 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 100 mL two-necked vial, 5-benzyloxy-2-chloropyrimidine 34b (0.50 g, 2.3 mmol), thiophene-3-boronic acid(0.44 g, 3.4 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (0.17 g, 0.23 mmol).After the addition, the reaction system was replaced three times with nitrogen. Toluene (20 mL), ethanol (10 mL) and aqueous sodium carbonate (5.2 mL, 10 mmol, 2 mol/L) were added under nitrogen. The reaction solution was then warmed to 80 C for 2 hours.The heating was stopped, and after the reaction solution was cooled to room temperature, the diatomaceous earth was suction filtered, and the filtrate was washed with water (10 mL) and saturated sodium chloride solution (10 mL).Dry over anhydrous sodium sulfate, concentrate by suction filtration, and the residue obtained was purified by silica gel column chromatography[Petroleum ether / ethyl acetate (v / v) = 10/1] purified,The title compound 42a (0.50 g, yield 82%)

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 138274-14-3, 5-(Benzyloxy)-2-chloropyrimidine.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Gu Zheng; Li Jianhao; Li Zheng; Wang Weihua; Tan Haoxiong; Wang Xuli; Cui Yunzeng; Xie Zeqiang; Zhang Yingjun; (101 pag.)CN109251166; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 90905-31-0 ,Some common heterocyclic compound, 90905-31-0, molecular formula is C6H6N2OS, 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.

Step 1 To a solution of Intermediate 2 (400 mg, 1.39 mmol) in dry THF (10.0 mL) under nitrogen at -78 °C was added nBuLi (1.5 mL, 3.76 mmol, 2.7 eq.) dropwise and the solution stirred at -78 °C for 1h. 2-(methylsulfanyl)pyrimidine-5-carbaldehyde (236 mg, 1.53 mmol, 1.1 eq.) was dissolved in dry THF (2.0 mL) and then added. Reaction left at -78 °C for 45 minutes and was then quenched with water (~20 mL). Concentrated and then partitioned between EtOAc (30 mL) and water (30 mL). Organic phase was washed with water (30 mL) and brine (10 mL) before it was dried (MgS04), filtered and concentrated to give crude material (~520 mg), which was used in Step 2 without further purification, m/z: 441 .

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. 90905-31-0, 2-(Methylthio)pyrimidine-5-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; WOODHEAD, Andrew James; HAMLETT, Christopher Charles Frederick Hamlett; BESONG, Gilbert Ebai; CHESSARI, Gianni; CARR, Maria Grazia; MILLEMAGGI, Alessia; NORTON, David; SAALAU-BETHELL, Susanne Maria; WILLEMS, Hendrika Maria Gerarda; THOMPSON, Neil Thomas; HISCOCK, Steven Douglas; WO2013/64543; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 38275-55-7, 5-Fluoropyrimidine-2-carbonitrile, 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, name: 5-Fluoropyrimidine-2-carbonitrile, blongs to pyrimidines compound. name: 5-Fluoropyrimidine-2-carbonitrile

Method 5; l-(5-Fluoropyrimidin-2-yl)ethanone; A round-bottom-flask containing 5-fluoropyrimidine-2-carbonitrile (Method 6, 1.50 g,12.19 mmol) was charged with anhydrous THF (30 ml) under N2. The solution was cooled to 0 0C, and a solution of MeMgBr (4.90 ml of a 3.0 M solution in ether, 14.62 mmol) was added dropwise. After 2 hours at 0 0C, the reaction mixture was quenched with ice water and extracted with EtOAc. The organic extract was washed with brine, dried over Na2SO4, and evaporated to dryness to give the title compound as an oil (0.778 g, yield 46%). GC-MS, 140 (M); 1HNMR (CDCl3) delta 8.65 (s, 2H), 2.65 (s, 2H).

The synthetic route of 38275-55-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/49041; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1074-40-4, 4,6-Dichloro-2-methoxypyrimidine, 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: 4,6-Dichloro-2-methoxypyrimidine, blongs to pyrimidines compound. Recommanded Product: 4,6-Dichloro-2-methoxypyrimidine

To a solution of 5-methyl-6-(1-(oxetan-3-yl)piperidin-4-yl)-1 H-indazole (200 mg, 0.74 mmol) and 4,6-dichloro-2-methoxypyrimidinein (132 mg, 0.74 mmol) in DMF (30 mL)was added Cs2CO3 (720 mg, 2.21 mmcl). The reaction mixture was stirred at 50C for 2 h. The resulting mixture was diluted with water (100 mL) and extracted with EtOAc (2 x 100 mL). Thecombined organic layer was washed with water (3 x 100 mL) and brine (100 mL), dried over anhydrous Na2SO4, filtered and concentrated to give a residue. The residue was purified by silica gel column chromatography (PE:EtOAc = 1:2)to give the title compound (120 mg, yield: 40%) as a white solid.LC-MS [mobile phase: from 50% water (0.1% FA) and 50% ACN (0.1% FA) to 5% water (0.1%FA) and 95% ACN (0.1% FA) in 2.6 mm]: Rt = 0.801 mm; MS Calcd: 413, MS Found: 414 [M+ H].

The synthetic route of 1074-40-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; DING, Xiao; REN, Feng; SANG, Yingxia; XING, Weiqiang; ZHAN, Yang; ZHAO, Baowei; (357 pag.)WO2018/137593; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 696-82-2, 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. 696-82-2, name is 2,4,6-Trifluoropyrimidine, molecular formula is C4HF3N2, 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.

b) A mixture of compounds of the formulaewas prepared according to the art by the condensation of 2,4,6-trifluoropyhmidine and 2,4-diaminobenzenesulphonic acid and consists of an approximate 2:1 mixture of the positional isomers indicated

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 696-82-2, 2,4,6-Trifluoropyrimidine.

Reference:
Patent; DYSTAR COLOURS DEUTSCHLAND GMBH; EHRENBERG, Stefan; EBENEZER, Warren; HUTCHINGS, Michael; WO2010/57830; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia