Day: February 5, 2021

Electric Literature of 165807-05-6 , The common heterocyclic compound, 165807-05-6, name is 4-Dimethoxymethylpyrimidin-2-ylamine, molecular formula is C7H11N3O2, 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.

General procedure: Reactions were performed with 0.30 mmol of4-(dimethoxymethyl)pyrimidin-2-amine (1a), 0.30 mmol of aldehyde 2, 0.30 mmol of malonate 3 in 3.0mL of p-xylene in the presence of 20 molpercent catalyst A1 or A5 at 50 ¡ãC and stirred for 48?60 h. Aftercompletion of the reaction (as observed by TLC), the crude product was purified by preparative TLC(GF254 silica gel: hexane/EtOAc = 5/1), which yielded the target product

The synthetic route of 165807-05-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bai, Song; Liu, Shan; Zhu, Yunying; Wei, Xian; Zhao, Kunhong; Li, Weihua; Wu, Qin; Heterocycles; vol. 96; 8; (2018); p. 1383 – 1397;,
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, Formula: C5H2FN3, blongs to pyrimidines compound. Formula: C5H2FN3

Method 50; 5-Fluoropyrimidine-2-carbaldehvde; To a solution of 5-fluoropyrimidine-2-carbonitrile (Method 6, 1.0 g, 8.1 mmol) in anhydrous TetaF at -780C was added a solution of DIBAL-eta (8.1 mL) over a period of 20 minutes. The resulting mixture was stirred at this temperature for 2hours whereupon MeOH was added. The solution was allowed to warm to room temperature whereupon a solution of cone. HCl was added. The resulting mixture was stirred for 2 hours at ambient temperature and the aqueous layer was washed with EtOAc (3x). The combined organic extracts were washed with brine and dried (MgSO4). Evaporation of the solvent afforded the titled compound (780 mg, 76%). MS: [M+eta]+ 127.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,38275-55-7, 5-Fluoropyrimidine-2-carbonitrile, and friends who are interested can also refer to it.

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

Electric Literature of 287714-35-6 , The common heterocyclic compound, 287714-35-6, name is Methyl 2-chloropyrimidine-5-carboxylate, molecular formula is C6H5ClN2O2, 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 3b. 2-[2-Chloro-5-(2-chloro-4-methanesulfonyl-benzoylamino)-phenyl]-pyrimidine-5-carboxylic acid methyl ester (compound 1002-7) A mixture of 1001-7 (200 mg, 1.1 mmol), 1-9 (756 mg, 1.6 mmol) and Pd(PPh3)4(60 mg, 0.05 mmol) in saturated NaHCO3 (2 mL) and DMSO (6 mL) was stirred at 100 C. for 3 h. After cooling to room temperature, NaOH (43 mg, 1.1 mmol) was added to reaction solution and stirred for 0.5 h. The reaction mixture was extracted with ethyl acetate. The aqueous layer was adjusted pH to 6 with 1.2 M HCl and extracted with ethyl acetate. The combined organic layers were washed with water and brine, dried over Na2SO4, concentrated to afford crude acid (300 mg) without further purification. The mixture of the crude acid (300 mg) in MeOH (15 mL) and H2SO4 (0.25 mL) was stirred at 85 C. for 1 h. After removal of solvent, the residue was partitioned between water and ethyl acetate. The combined organic layers were washed with water and brine, dried over Na2SO4. The crude product was purified by column chromatography (hexanes/ethyl acetate: 1/1) to afford compound 1002-7 as a white solid (160 mg, 78% yield via two steps). LCMS: m/z 480.2 [M+1]+. 1H NMR: (400 MHz, CDCl3): delta 3.36 (s, 3H), 3.96 (s, 3H), 7.65 (d, J=8.8 Hz, 1H), 7.81 (dd, J=8.8 Hz, J=2.4 Hz, 1H), 7.93 (d, J=8.0 Hz, 1H), 8.02 (dd, J=8.0 Hz, 1.6 Hz, 1H), 8.14 (d, J=1.2 Hz, 1H), 8.30 (d, J=2.4 Hz, 1H), 9.40 (s, 2H), 11.02 (s, 1H).

The synthetic route of 287714-35-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Genetech, Inc.; Curis, Inc.; Cai, Xiong; Qian, Changgeng; Zhai, Haixiao; US2014/18368; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 65996-50-1, 1H-Pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione, 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 C6H5N3O2, blongs to pyrimidines compound. Computed Properties of C6H5N3O2

A suspension of lH-pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione (0.38 g, 2.52 mmol) in phosphorus oxychloride (30 mL) was heated to 120 for 6 h during which the mixture became clear and homogeneous. The mixture was allowed to cool to room temperature and the excess phosphorus oxychloride was removed in vacuo. The residue was cooled in ice, cold ammonium hydroxide (30 mL, pH=8) was added and the mixture stirred for 30 min. The precipitate was collected and washed with cold water. The solid was dried in vacuo to afford 2,4-dichloro-5H-pyrrolo[3,2-d]pyrimidine (0.33 g, 70%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,65996-50-1, 1H-Pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione, and friends who are interested can also refer to it.

Reference:
Patent; CYTOPIA RESEARCH PTY LTD; WO2009/62258; (2009); 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.6299-85-0, name is Methyl 2,6-dichloropyrimidine-4-carboxylate, molecular formula is C6H4Cl2N2O2, molecular weight is 207.0142, as common compound, the synthetic route is as follows.Recommanded Product: 6299-85-0

To a mixture of 2,6-dichloro-pyrimidine-4-carboxylic acid methyl ester [1 g, 4.83 mmol, Intermediate (54)] and N,N-diisopropylethylamine (1.27 mL, 7.25 mmol) in THF (16 rriL) is added 2- (4-methoxyphenyl)-ethylamine (707 muL, 4.83 mmol). The resulting mixture is stirred at ambient temperature for 20 hours and poured into 50 mL water and extracted three times with 40 mL ethyl acetate. The organic extracts are combined and washed with 20 mL brine, dried over magnesium sulfate, filtered and concentrated to afford a solid which is purified via flash column chromatography on silica gel (35 g) eluting with 5 to 50% EtOAc in heptane gradient to afford 2-chloro-6-[2-(4- methoxy-phenyl)-ethylamino]-pyrimidine-4-carboxylic acid methyl ester [1 g, 64.5%, Intermediate (55)]. LCMS: Rtau = 2.9 minutes, MS: 322 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6299-85-0, Methyl 2,6-dichloropyrimidine-4-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; SANOFI-AVENTIS U.S. LLC; HARRIS, Keith John; WO2008/39882; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 157335-97-2, 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.157335-97-2, name is 5-Bromo-4,6-dimethylpyrimidine, molecular formula is C6H7BrN2, molecular weight is 187.0372, as common compound, the synthetic route is as follows.

1. Reaction of 5-bromo-4,6-dimethylpyrimidine and 4,4,4?,4?,5,5,5?,5?-octamethyl-2,2?-bi-1,3,2-dioxaborolane in the presence of [1,1?- bis(diphenylphosphino)ferrocene]dichloropalladium(ll) and potassium acetate provided 4,6-dimethyl-5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)pyrimidine.

Statistics shows that 157335-97-2 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-4,6-dimethylpyrimidine.

Reference:
Patent; PFIZER INC.; GRAY, David Lawrence Firman; ZHANG, Lei; DAVOREN, Jennifer Elizabeth; DOUNAY, Amy Beth; EFREMOV, Ivan Viktorovich; MENTE, Scot Richard; SUBRAMANYAM, Chakrapani; WO2015/162515; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 3993-78-0, 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.3993-78-0, name is 2-Amino-4-chloropyrimidine, molecular formula is C4H4ClN3, molecular weight is 129.55, as common compound, the synthetic route is as follows.

General procedure: To a solution of compound 6l (1.40 g, 6.85 mmol) and 2,4-dichoropyrimidine (1.53 g, 10.28 mmol) in anhydrous EtOH (20 ml) was added DIEA (1.92 ml, 20.55 mmol) with dropwised manner, and the reaction was stirred at 40 C for 3 h. The mixture was evaporated to dryness and then partitioned between water and CH2Cl2. The organic layer was dried over anhydrous magnesium sulfate, filtered, and concentrated. The crude product was purified by column chromatography to afford 7l (2.03 g, 94%) as a white solid.

Statistics shows that 3993-78-0 is playing an increasingly important role. we look forward to future research findings about 2-Amino-4-chloropyrimidine.

Reference:
Article; Zhou, Wenbo; Huang, Anling; Zhang, Yong; Lin, Qingxiang; Guo, Weikai; You, Zihua; Yi, Zhengfang; Liu, Mingyao; Chen, Yihua; European Journal of Medicinal Chemistry; vol. 96; (2015); p. 269 – 280;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 153435-63-3, 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. 153435-63-3, name is 2-(Tributylstannyl)pyrimidine, molecular formula is C16H30N2Sn, 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.

(D53) (2 g, 8 mmol) was dissolved dry DMF (15 ml), then CsF (16 mmol), CuI (1.6 mmol), [Ph3P]4Pd (0.8 mmol) and pyrimidine-2-tributylstannane (12 mmol; prepared according to Eur. J. Org. Chem. 2003, 1711-1721) were added. The mixture was warmed at 130 C. for 10 minutes (microwave), then poured in aqueous saturated solution of NH4Cl and extracted with AcOEt (3¡Á50 ml). The organic layers were combined, dried (Na2SO4) and concentrated under vacuum; the crude mixture was purified by silica gel column chromatography (DCM to DCM/MeOH 9/1) to give 1.5 g of the title compound as white solid.MS (ESI) m/z: 249 [M+H]+. 1HNMR (CDCl3) 5 ppm=8.82 (d, 2H), 8.07 (d, 1H), 7.71 (d, 1H), 7.57 (dd, 1H), 7.27 (t, 1H), 3.80 (s, 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 153435-63-3, 2-(Tributylstannyl)pyrimidine.

Reference:
Patent; Stasi, Luigi Piero; Rovati, Lucio Claudio; Artusi, Roberto; Colace, Fabrizio; Mandelli, Stefano; Perugini, Lorenzo; US2014/357653; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 13036-57-2, 2-Chloro-4-methylpyrimidine, 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, SDS of cas: 13036-57-2, blongs to pyrimidines compound. SDS of cas: 13036-57-2

Example 36, Step E[00274] A mixture of compound 36d (100 mg, 0.29 mmol), 2-chloro-4-methylpyrimidine (75 mg, 0.58 mmol), Pd2(dba)3 (26 mg, 0.029 mmol), Xant-phos (34 mg, 0.058 mmol) and Cs2C03 (189 mg, 0.58 mmol) in dioxane (4 ml_) was heated to reflux under N2. Reflux was maintained for 3 hrs under N2 then cooled to r.t. Subsequently the mixture was filtered and concentrated in vacuo to give product 36e (55 mg, 43.9%).[00275] This compound was characterized by mass spectroscopy (MS) in accordance with the procedures described herein. Mass spectroscopy indicated MS (ESI): m/z 433 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13036-57-2, 2-Chloro-4-methylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ADDEX PHARMA SA; LIVERTON, Nigel, J.; BOLEA, Christelle; CELANIRE, Sylvain; LUO, Yunfu; WO2012/6760; (2012); A1;,
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. 1753-50-0, name is 2-Chloropyrimidine-5-carbonitrile, molecular formula is C5H2ClN3, 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. Application In Synthesis of 2-Chloropyrimidine-5-carbonitrile

To a stirred solution of compound CD (0.55 g, 3.96 mmol) in EtOH (10 mL), 2-chloropyrimidine-5-carbonitrile (AF, 0.9 g, 3.96 mmol) and DIPEA (1.53 g, 11.9 mmol) were added at 80C and the reaction mixture was stirred at 90C for 12 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was concentrated under reduced pressure. The crude product was purified by silica gel column chromatography using 20% EtOAc/hexane to afford compound CE (0.6 g, 46 %) as a yellow oil. LC-MS: m/z 331.10 [M+H]+. 1H NMR (400 MHz, DMSO- 6) _ 9.17 (s, 1H), 8.72- 8.69 (m, 2H), 7.66 – 7.62 (m, 2H), 7.52 (d, J = 8.0 Hz, 2H), 7.28 – 7.20 (m, 4H), 1.36 -1.28 (m, 4H).

With the rapid development of chemical substances, we look forward to future research findings about 1753-50-0.

Reference:
Patent; VPS-3, INC.; YATES, Christopher, M.; (397 pag.)WO2018/165520; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia