Day: June 15, 2021

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.115617-41-9, name is 4,5-Dichloro-6-ethylpyrimidine, molecular formula is C6H6Cl2N2, molecular weight is 177.03, as common compound, the synthetic route is as follows.Recommanded Product: 115617-41-9

EXAMPLE 7 5-Chloro-6-ethyl-4-[cis-4-(isopropenyl)cyclohexylamino]pyrimidine (alternative synthesis) 1.6 g (0.009 mol) of 4,5-dichloro-6-ethylpyrimidine and 1.2 g (0.009 mol) of 4-isopropenylcyclohexylamine were stirred with 1.8 g (0.013 mol) of K2 CO3 in 10 ml of DMF at 80 C. for 6 hours. After cooling to room temperature, the mixture was placed in water and extracted with ether. The organic phase was washed with water, dried and filtered, and the filtrate was chromatographed on silica gel with petroleum ether/ethyl acetate 7:3 in order to separate the cis/trans isomers. The cis-cyclohexylamino derivative is eluted first (1.4 g, yellow oil) followed by the trans-cyclohexylamino derivative (0.6 g, yellow oil).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,115617-41-9, 4,5-Dichloro-6-ethylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Hoechst-Schering AgrEvo GmbH; US5889012; (1999); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3177-24-0, 2,4-Dichloropyrimidine-5-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, 3177-24-0, blongs to pyrimidines compound. name: 2,4-Dichloropyrimidine-5-carbonitrile

[00607] General conditions for the preparation of 2-amino-4-chloropyrimidine-5-carbonitrile:[00608] To a solution of 2,4-dichloropyrimidine-5-carbonitrile (E-1) (2.0 g, 11.5 mmol) in 1,4-dioxane (20 mL) at 0 °C, ammonium hydroxide (28-30percent, 4.4 mL, 34.5 mmol) is added dropwise, and the resulting mixture is stirred while warming from 0 °C to RT for 2 h. Then, the mixture is partitioned between ethyl acetate (200 mL) and water (50 mL). The organic layer is washed with brine, dried over Na2SO4 and filtered. The filtrate is mixed with silica gel and then concentrated in vacuo. The residue is purified by silica gel chromatography eluting with 0- 100percent ethyl acetate/hexanes to afford the product (E-2) (917 mg) and a mixture of (E-2) and (E-3). Additional (E-3) can be obtained from this mixture by a second column chromatographic purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3177-24-0, its application will become more common.

Reference:
Patent; INFINITY PHARMACEUTICALS, INC.; CASTRO, Alfredo, C.; EVANS, Catherine, A.; WO2015/168079; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 14394-60-6 ,Some common heterocyclic compound, 14394-60-6, molecular formula is C5H6ClN3, 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.

a) 6-methyl-2-(2,2,2-trifluoroethoxy)pyrimidin-4-amine To a stirred solution of 2-chloro-6-methylpyrimidin-4-amine (718 mg, 5.00 mmol, CAS 14394- 60-6) in THF (10 mL) was added NaH (240 mg, 60% in mineral oil, 6.0 mmol) at room temperature. After 30 minutes, 2,2,2-trifluoroethanol (500 mg, 5.00 mmol, CAS 75-89-8) was added and the mixture was heated to 75 C for 16 hours before being partitioned between water and EtOAc. The layers were separated and the organic phase was washed with brine, dried(Na2S04) and concentrated in vacuo to afford the title compound as white solid which was used in the next step 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,14394-60-6, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CECERE, Giuseppe; GALLEY, Guido; NORCROSS, Roger; PATINY-ADAM, Angelique; PFLIEGER, Philippe; (68 pag.)WO2016/30306; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 90213-67-5, 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.90213-67-5, name is 2,4-Dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C7H5Cl2N3, molecular weight is 202.04, as common compound, the synthetic route is as follows.

General procedure: A solution of 1 (400 mg, 1.98 mmol) in anhydrous toluene (10 mL)was flushed with Ar and Pd(PPh3)2Cl2 (14.0 mg, 0.02 mmol), AsPh3(24.5 mg, 0.08 mmol) and the corresponding (arylethynyl)tributylstannane(2.38 mmol) were added. The mixture was stirred under Ar at 80 C for 2 h. After cooling, the mixture was poured into aq K2CO3 solution (0.5 M, 25 mL) containing CsF (50 mg), stirred for 30 min and then extracted with CHCl3. The extract was dried over Na2SO4, filtered and the CHCl3 removed on a rotary evaporator. The residue was purified by column chromatography (CHCl3) to afford 2a-h.

The chemical industry reduces the impact on the environment during synthesis 90213-67-5, I believe this compound will play a more active role in future production and life.

Reference:
Article; Bucevicius, Jonas; Tumkevicius, Sigitas; Synthesis; vol. 47; 14; (2015); p. 2100 – 2112;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 147118-37-4, name is N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide

Compound IV (10 g) was added to a reaction flask, which was dissolved in tetrahydrofuran (60 mL) and methanol (20 mL), and the mixture was cooled to 5 to 10 C, and sodium borohydride (0.91 g) was added. Stir at 5 C for 2 hours and slowly warm to 25 C. The reaction was quenched by the addition of a saturated ammonium chloride solution and the pH was adjusted to 7-8. 50 mL of ethyl acetate was added, allowed to stand, and the layers were separated. The organic layer and the aqueous layer were separated, and then aqueous layer was extracted with ethyl acetate (60mL). The ethyl acetate extracts and organic layers were combined and washed sequentially with water (40 mL) and brine (aq. The organic layer was dried over anhydrous sodium sulfate.Concentration gave Compound V (9.8 g) in a yield of 98%.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 147118-37-4, N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide.

Reference:
Patent; Nanjing Ouxin Pharmaceutical Co., Ltd.; Chen Benshun; Zhou Changyue; (10 pag.)CN108997324; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 3073-77-6, name is 2-Amino-5-nitropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C4H4N4O2

EXAMPLE 105. Synthesis of (5-Nitro-Pyrimidin-2-vI)-Phenyl-Amine (Intermediate54154[0306] A suspension of 5-nitro-pyrimidin-2-ylamine (0.10 g, 0.71 mmol), bromobenzene (0.15 g, 0.96 mmol), Pd(OAc)2 (13 mg, 0.057 mmol), Xantphos (67 mg, 0.12 mmol) and potassium tert-butoxide (0.22 g, 2.0 mmol) in DMF (3 mL) was sealed in a microwave reaction tube and irradiated with microwave at 140 0C for 15 min. After cooling to room temperature, the cap was removed and the resulting mixture filtered and the filtered solid washed with DCM. The filtrate was concentrated and the crude product used in the next step without further purification.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 3073-77-6, 2-Amino-5-nitropyrimidine.

Reference:
Patent; TARGEGEN, INC.; WO2008/8234; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 56745-01-8, 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 56745-01-8, name is 5-Bromo-2,4-dichloro-6-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To Compound Q4a (15 g, 62 mmol) at 0 C. was added Et3N and aminoacetaldehyde dimethyl acetal (9.8 g, 93 mmol), the reaction mixture was then warmed to RT, stirred at RT for 12 h. Crashed out product was then filtered, washed with hexane, dried over high vacuum to afford crude product Compound Q4b. LCMS ESI+ calc’d for C9H13BrClN3O2: 310.0 [M+H+]. found: 310.1 [M+H+].

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 56745-01-8, 5-Bromo-2,4-dichloro-6-methylpyrimidine.

Reference:
Patent; Gilead Sciences, Inc.; Chin, Gregory; Clarke, Michael O’ Neil Hanrahan; Han, Xiaochun; Hansen, Tim; Hu, Yunfeng Eric; Koltun, Dmitry; McFadden, Ryan; Mish, Michael R.; Parkhill, Eric Q.; Sperandio, David; Xu, Lianhong; Yang, Hai; (199 pag.)US2020/108071; (2020); 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.1005-37-4, name is 6-Chloro-N4-methylpyrimidine-2,4-diamine, molecular formula is C5H7ClN4, molecular weight is 158.59, as common compound, the synthetic route is as follows.name: 6-Chloro-N4-methylpyrimidine-2,4-diamine

To a mixture of beta-chloro-Lambda^-methyl^^-pyrimidinediamine (500 mg, 3.15 mmol), 2-acetyl- 4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1 ,2-dihydroindazolo[4,3- 6c][1 ,5]benzoxazepine (1.60 g, 4.10 mmol), tricyclohexylphosphine (22 mg, 0.08 mmol), and K2CO3 (1.31 g, 9.45 mmol) in 1 ,4-dioxane (4 mL) and water (6 mL) was added Pd2(dba)3 (27 mg, 0.03 mmol) under nitrogen, and the reaction mixture was heated for 40 minutes at 140 0C in a microwave reactor. The mixture was cooled to room temperature and filtered, and the resulting solid was washed with EtOAc and purified by reverse phase chromatography (gradient: 30% CH3CN/H2O to 40% CH3CN/H2O w/0.5% TFA) to afford a TFA salt of the title compound (169 mg, 16%) as a yellow solid. LC-MS (ES) m/z = 346 [M+H]+. 1H NMR (400 MHz, DMSOd6): delta 2.95 – 2.96 (d, J = 4.4 Hz, 3H), 6.46 (s, 1 H), 6.89 – 6.97 (m, 1 H), 7.03 (s, 1 H), 7.07 – 7.11 (m, 1 H), 7.26 – 7.30 (m, 2H), 7.47 (s, 1 H), 8.74 (bs, 1 H), 9.65 (s, 1 H), 12.14 (bs, 1 H), 12.68 (s, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1005-37-4, 6-Chloro-N4-methylpyrimidine-2,4-diamine, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE LLC; AXTEN, Jeffrey, Michael; BRADY, Gerald, Patrick, Jr.; GALLAGHER, Timothy, Francis; HEERDING, Dirk, A.; MEDINA, Jesus, Raul; ROMERIL, Stuart, Paul; WO2010/120854; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 10457-14-4 ,Some common heterocyclic compound, 10457-14-4, molecular formula is C10H20N2O2Si2, 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.

A suspension of uracil (422 mg, 3.76 mmol) was treated with hexamethyldisilazane (HMDS, 21 mL) and a catalytic amount of ammonium sulfate during 17 hours under reflux. After cooling to room temperature, the mixture was evaporated under reduced pressure, and the residue, obtained as a colorless oil, was diluted with anhydrous 1,2-dichloroethane (7.5 mL). To the resulting solution was added 7 (0.99 g, 2.51 mmol) in anhydrous 1,2-dichloroethane (14 mL), followed by addition of trimethylsilyl trifluoromethanesulfonate (TMSTf, 0.97 mL, 5.02 mmol). The solution was stirred for 2.5 hours at room temperature under argon atmosphere, then diluted with chloroform (150 mL), washed with the same volume of a saturated aqueous sodium hydrogen carbonate solution and finally with water (2×100 mL). The organic phase was dried over sodium sulfate, then evaporated under reduced pressure. The resulting crude material was purified by silica gel column chromatography [eluent: stepwise gradient of methanol (0-2%) in chloroform] to afford pure 8 (1.07 g, 95%) as a foam. 1H-NMR (DMSO-d6): delta11.48 (s, 1H, NH), 8.1-7.5 (m, 6H, C6H5CO and H-6), 5.94 (d, 1H, H-1′, J1′-2’=3.3 Hz), 5.61 (m, 3H, H-5, H-2′ and H-3′), 4.47 (d, 1H, H-5′, J5′-5=11.7 Hz), 4.35 (d, 1H, H-5, J5-5’=11.7 Hz), 2.12 (s, 3H, CH3CO2), 2.09 (s, 3H, CH3CO2), 1.38 (s, 3H, CH3); MS (matrix GT): FAB>0 m/z 893 (2M+H)+, 447 (M+H)+, 335 (S)+, 113 (BH2)+, 105 (C6H5CO)+, 43 (CH3CO)+ FAB<0 m/z 891 (2M-H)-, 445 (M-H)-, 121 (C6H5CO2)-, 111 (B)-, 59 (CH3CO2)-. These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10457-14-4, its application will become more common. Reference:
Patent; Gosselin, Gilles; Imbach, Jean-Louis; Sommadossi, Jean-Pierre; US2004/6007; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 109-12-6, 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. 109-12-6, name is Pyrimidin-2-amine. A new synthetic method of this compound is introduced below.

General procedure: Alcohol (1.00 mmol)and amine (1.10 mmol) were weighed into an oven-dried Schlenkflask containing 4A molecular sieves (60 mg). tBuOK (0.50 mmol)was added, followed by dry toluene (0.50 mL). The mixture wasput under an atmosphere of nitrogen, and catalyst (0.01 mmol)was added before stoppering the flask and immersing it in a pre-heated oil bath (110C) for 48 h. Then, the solvent was evaporatedand the crude solid was purified by column chromatography using petroleum ether and triethylamine. The analytical data of all products are consistent with the data reported in literature [6j,8,11e].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,109-12-6, its application will become more common.

Reference:
Article; Zhu, Xiao-Han; Cai, Li-Hua; Wang, Chen-Xi; Wang, Ya-Nong; Guo, Xu-Qing; Hou, Xiu-Feng; Journal of Molecular Catalysis A: Chemical; vol. 393; (2014); p. 134 – 141;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia