Pyrimidines

Reference of 14161-09-2, Adding some certain compound to certain chemical reactions, such as: 14161-09-2, name is 2-(Methylsulfonyl)pyrimidine,molecular formula is C5H6N2O2S, 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 14161-09-2.

As shown in step 9-iv of Scheme 9, to a solution so (cis) 4-(7-morpholinoquinoxalin-5-yl)oxycyclohexanamine (415 mg, 1.264 mmol) and 2-methylsulfonylpyrimidine (400 mg, 2.53 mmol) was added DIEA (490 mg, 661 muL, 3.79 mmol) and the reaction mixture was sealed in a vessel and heated to 100 C. for 16 hours. After this time, the volatiles were removed under a stream of nitrogen gas and the crude residue dissolved in minimal amount of DCM. Purification by medium pressure silica gel chromatography (0-10% MeOH/DCM, 1% Et3N] produced N-((cis)-4-((7-morpholinoquinoxalin-5-yl)oxy)cyclohexyl)pyrimidin-2-amine containing triethylamine hydrochloride as an impurity. Dissolved product in DCM and stirred with a silica-supported amine (Silabond Amine 40-63 mum). The scavenger mixture was filtered, concentrated under reduced pressure, and dried under high vacuum to provide N-((cis)-4-((7-morpholinoquinoxalin-5-yl)oxy)cyclohexyl)pyrimidin-2-amine (Compound 28, 435 mg): 1H-NMR (400 MHz, CDCl3) delta 8.68 (d, J=1.9 Hz, 1H), 8.61 (d, J=1.9 Hz, 1H), 8.27 (s, 1H), 8.26 (s, 1H), 6.94 (d, J=2.4 Hz, 1H), 6.90 (d, J=2.4 Hz, 1H), 6.50 (t, J=4.8 Hz, 1H), 4.78 (s, 1H), 4.08-3.97 (m, 1H), 3.94-3.86 (m, 4H), 3.37-3.28 (m, 4H), 2.20 (d, J=9.1 Hz, 2H), 1.95-1.85 (m, 6H).

According to the analysis of related databases, 14161-09-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; Maxwell, John Patrick; Charifson, Paul S.; Tang, Qing; Ronkin, Steven M.; Jackson, Katrina Lee; Pierce, Albert Charles; Lauffer, David J.; Li, Pan; Giroux, Simon; US2014/275024; (2014); A1;,
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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 89284-85-5, name is Methyl 2,5,6-trichloropyrimidine-4-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 89284-85-5

Aqueous ammonia (30% solution; 8.0 ml, 0.42 mol) was added dropwise to a stirred solution of 6-methoxycarbonyl-2,4,5-trichloropyrimidine (20.0 g, 0.083 mol) in THF (1000 ml) at 0 0C. The reaction mixture was stirred at 0 C for 1 hour and then filtered. The filtrate was evaporated under reduced pressure to give a white solid that was washed with twice with hexane and dried under vacuum to provide 4-amino-2,5- dichloro-6-methoxycarbonylpyrimidine (15.0 g, 82 %). 1H nmr (400 MHz, d6-DMSO) deltaH 8.57 (1H, br s), 7.94 (1H, br s), 3.88 (3H, s) ppm.

With the rapid development of chemical substances, we look forward to future research findings about 89284-85-5.

Reference:
Patent; SYNGENTA LIMITED; SYNGENTA PARTICIPATIONS AG; WHITTINGHAM, William, Guy; WINN, Caroline, Louise; GLITHRO, Harry; BOUSSEMGHOUNE, Mohamed, Abdelouahab; ASPINALL, Mary, Bernadette; WO2010/92339; (2010); A1;,
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Synthetic Route of 1224944-77-7, Adding some certain compound to certain chemical reactions, such as: 1224944-77-7, name is Ethyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate,molecular formula is C9H8ClN3O2, 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 1224944-77-7.

Nitrogen was bubbled through a solution of ethyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate (5.40 g, 23.94 mmol) in dioxane/ EtOH/H2O (130 mL, 20:3:3). 2-(trifluoromethyl)phenylboronic acid (6.80 g, 35.90 mmol), Pd(PPh3)4 (2.80 g, 2.39 mmol), and Cs2CO3 (15.60 g, 47.88 mmol) were added and the reaction mixture was heated at reflux for 2 h. The mixture was cooled to room temp, poured into EtOAc (300 mL) washed with brine, dried (MgSO4), and concentrated. The crude residue was purified by MPLC eluting with pentane/EtOAc (0-100%) to give ethyl 5-(2-(trifluoromethyl)phenyl)pyrazolo[1,5-a]pyrimidine-3-carboxylate (6.30 g, 78 % yield). MS (ESI) calcd for C16H12F3N3O2 (m/z): 335.09; found: 336 [M+H].

According to the analysis of related databases, 1224944-77-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GlaxoSmithKline LLC; CASAUBON, Rebecca, L.; NARAYAN, Radha; OALMANN, Christopher; VU, Chi, B.; (583 pag.)EP2768509; (2017); B1;,
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Pyrimidine – Wikipedia

Synthetic Route of 461-98-3, Adding some certain compound to certain chemical reactions, such as: 461-98-3, name is 2,6-Dimethylpyrimidin-4-amine,molecular formula is C6H9N3, 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 461-98-3.

Preparation of the starting compound STR11 6.9 g (0.08 mol) of cyanoacetic acid and 10 g (0.08 mol) of 4-amino-2,6-dimethylpyrimidine are dissolved in 80 ml of pyridine, and 8.3 g (0.08 mol) of acetic anhydride are added. The pyridine is subsequently removed in vacuo, and the residue is taken up in toluene, concentrated, taken up a second time in toluene and again concentrated. The residue is chromatographed using ethyl acetate as eluent. 7.8 g (50.5% of theory) of 2,6-dimethyl-4-cyano-acetamido-pyrimidine of melting point 178 C. are obtained.

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. 461-98-3, 2,6-Dimethylpyrimidin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bayer Aktiengesellschaft; US4886833; (1989); A;,
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Pyrimidine – Wikipedia

Related Products of 304693-66-1, 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 304693-66-1, name is 2-(Trifluoromethyl)pyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 2-(trifluoromethyl)pyrimidine-5-carbaldehyde (27.2 g, 99 mmol) in dichloroethane (250 mL) was added (i?)-(+)~2-methyl~2-propanesulfmamide (13.3 g,109.0 mmol) and copper(II) sulfate (31.5 g, 197.0 mmol). The mixture was heated to 50 0C.After 18 h, the mixture was cooled to ambient temperature and filtered through a pad of silica gel. The filtered cake was washed with dichloromethane and the filtrate was concentrated to give the title compound (27.3 g). MS 224 [(M+l)-56].

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 304693-66-1, 2-(Trifluoromethyl)pyrimidine-5-carbaldehyde.

Reference:
Patent; MERCK SHARP &; DOHME CORP.; BURGEY, Christopher, S.; POTTEIGER, Craig, M.; WO2010/111059; (2010); A1;,
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Pyrimidine – Wikipedia

Electric Literature of 135481-57-1, 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.135481-57-1, name is 6-Benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4(1H,3H)-dione, molecular formula is C14H15N3O2, molecular weight is 257.29, as common compound, the synthetic route is as follows.

To 6-benzyl-5, 6, 7, 8-tetrahydropyrido [4, 3-d] pyrimidine-2, 4(1 H, 3H)-dione (7.2 g, 27.9 mmol), POCI3 (45mL, 6V) was added slowly at 0C and refluxed for 4h. The reactionmixture was evaporated under vacuum. EtOAc (200 mL) was added and the solution was poured over cold 3M NaOH solution. The resulting organic layer was separated and washed with brine (30 mL), dried over anhydrous Na2SO4 and evaporated, affording the title compound. Yield: 79% (6.5 g, brown solid). 1H NMR (400 MHz, DMSO-d6): 6 7.33- 7.32 (m, 5H), 3.77 (s, 2H), 3.56 (s, 2H), 2.94 (t, J = 7.2 Hz, 2H), 2.80 (t, J = 6.8 Hz, 2H).LCMS: (Method A) 296.3 (M +2), Rt. 2.50mm, 97.94% (Max).

The chemical industry reduces the impact on the environment during synthesis 135481-57-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; KULKARNI, Santosh, S.; GIRI, Awadut, Gajendra; (280 pag.)WO2017/144633; (2017); A1;,
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Adding a certain compound to certain chemical reactions, such as: 111196-81-7, 2-Chloro-5-ethylpyrimidine, 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, Safety of 2-Chloro-5-ethylpyrimidine, blongs to pyrimidines compound. Safety of 2-Chloro-5-ethylpyrimidine

Piperidinemethanol (10.7 g, 93 mmol) is dissolved in DMA (60 niL), treated with 2-chloro-5-ethylpyrimidine (14.57 g, 102 mmol) and K2CO3 (19.3 g, 140 mmol) and heated to 130C overnight. The solid is filtered, washed with DMA and discarded. The filtrate is evaporated and the crude purified by flash chromatography (EtOAc/hexanes gradient) to afford (l-(5-ethylpyrimidin-2-yl)piperidin-4-yl)methanol Ala as yellow oil: 1H-NMR (400 MHz, CDCl3) delta = 8.16 (s, 2H), 4.75-4.72 (m, 2H), 3.53 (d, J = 6.0 Hz, 2H), 2.91-2.83 (m, 2H), 2.45 (q, J = 7.6 Hz, 2H), 1.84-1.73 (m, 3H), 1.27- 1.20 (m, 2H), 1.18 (t, J = 7.6 Hz, 3H); MS calcd. for [M+H]+ C12H20N3O: 222.1, found: 222.1.

The synthetic route of 111196-81-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; EPPLE, Robert; LELAIS, Gerald; NIKULIN, Victor; WESTSCOTT-BAKER, Lucas; WO2010/6191; (2010); A1;,
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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 75833-38-4, name is 2-Chloropyrimidine-4-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C5H2ClN3

Reference Example 107 tert-Butyl [methyl(6-cyano-2-pyrimidinyl)amino]acetate 2-Chloro-6-cyanopyrimidine (1.45 g, 10.4 mmol), sarcosine tert-butyl ester hydrochloric acid (1.89 g, 10.4 mmol) and triethylamine (1.60 ml, 11.4 mmol) were added to DMF (30 ml), and the mixture was stirred at room temperature for 18 hrs.. The reaction mixture was combined with ethyl acetate and water.. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate.. The solvent was evaporated to give the titled compound (1.99 g, 77 %) as pale yellow crystals.1H-NMR (CDCl3) delta: 1.47 (9H, s), 3.24 (3H, d, J = 5.5 Hz), 4.22 (2H, d, J = 8.7 Hz), 6.80 (1H, d, J = 4.7 Hz), 8.43-8.51 (1H, m). IR(-KBr): 2237, 1736, 1574, 1537, 1410, 1365, 1226, 1153, 1033, 815 cm-1.

With the rapid development of chemical substances, we look forward to future research findings about 75833-38-4.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1424336; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 4316-93-2 , The common heterocyclic compound, 4316-93-2, name is 4,6-Dichloro-5-nitropyrimidine, molecular formula is C4HCl2N3O2, 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: To a stirred solution of chloro nitro pyridine / pyrimidine (1.0 equiv) in EtOH (0.5 mL per 0.52 mmol) was added DIPEA (3.0 equiv) followed by amine (1.05 equiv) at 0oC. The reaction mixture was stirred at 60-80oC for 3-6 h (the reaction was monitored by TLC). After completion of the reaction EtOH was distilled-off under a reduced pressure. The residue was dissolved in EtOAc (50 mL per 1g of crude). The organic layer was washed with water (20 mL), and brine (20 mL), dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The resultant crude compound was purified by silica gel column chromatography (100-200 mesh) using 10-20 % ethyl acetate – hexane to afford the desired compound (yield: 85-95 %).

The synthetic route of 4316-93-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Marepu, Nagaraju; Yeturu, Sunandamma; Pal, Manojit; Bioorganic and Medicinal Chemistry Letters; vol. 28; 20; (2018); p. 3302 – 3306;,
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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. 287714-35-6, name is Methyl 2-chloropyrimidine-5-carboxylate, molecular formula is C6H5ClN2O2, 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. Recommanded Product: Methyl 2-chloropyrimidine-5-carboxylate

Step A Methyl 2-[4-(propyloxy)-2-(trifluoromethyl)phenyl]-5-pyrimidinecarboxylate A 20 mL microwave vial was charged with 0.500 g (2.90 mmol) of methyl-2-chloropyrimidine-5-carboxylic acid, 0.934 g (3.77 mmol) of [4-(propyloxy)-2-(trifluoromethyl)phenyl]boronic acid and 1.23 g (5.79 mmol) of K3PO4 followed by 9 mL of 8:1 dioxane/water. The mixture was deoxygenated by bubbling nitrogen through for 5 minutes, treated with 0.10 g (0.087 mmol) of Pd(Ph3P)4 and the vessel sealed. The mixture was subjected to microwave heating at 120 C. for 20 minutes. This same procedure was repeated twice. The crude mixtures from all three reactions were combined and partitioned between EtOAc and water. The phases were separated and the aqueous phase extracted with EtOAc (3*). The combined EtOAc solutions were washed with water (1*), saturated brine (1*), dried over sodium sulfate and concentrated to dryness at reduced pressure. The crude residue was purified by flash chromatography (silica gel, gradient elution from hexane to EtOAc) to afford 1.70 g (58%) of methyl 2-[4-(propyloxy)-2-(trifluoromethyl)phenyl]-5-pyrimidinecarboxylate as a white crystalline solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 9.27 (s, 2H) 7.79 (d, J=8.6 Hz, 1H) 7.22-7.40 (m, 2H) 4.06 (t, J=6.5 Hz, 2H) 3.89 (s, 3H) 1.73 (sxt, J=7.0 Hz, 2H) 0.96 (t, J=7.4 Hz, 3H). LCMS m/z 341 (M+1).

With the rapid development of chemical substances, we look forward to future research findings about 287714-35-6.

Reference:
Patent; Leivers, Martin; Miller, John; US2011/52534; (2011); A1;,
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Pyrimidine – Wikipedia