Pyrimidines

Adding a certain compound to certain chemical reactions, such as: 6297-80-9, 4,6-Dichloropyrimidin-2(1H)-one, 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 4,6-Dichloropyrimidin-2(1H)-one, blongs to pyrimidines compound. Quality Control of 4,6-Dichloropyrimidin-2(1H)-one

General procedure: #10;4,6-dichloropyrimidin-2(1H)-one (0.24 mmol) and the amine (0.24 mmol) was dissolved in NMP (1 ml) in a microwave vial. The vial was capped and heated at 120 °C for 15 min in a single node microwave reactor. Morpholine (7.5 mmol) was added and the mixture was heated at 120 °C for 30 min. The reaction mixture was worked up with DCM (3 ml) and brine (1 ml) and filtered through a phase separator. The compound was purified with HPLC using FractionLynx I instrument, Mobilphase: gradient 5-95percent ACN in 0.1 M HCO2H, pH3, Column: Sunfire Prep C18 5m OBD 19*150 mm to give the product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6297-80-9, 4,6-Dichloropyrimidin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Article; Giordanetto, Fabrizio; Wallberg, Andreas; Ghosal, Saswati; Iliefski, Tommy; Cassel, Johan; Yuan, Zhong-Qing; Von Wachenfeldt, Henrik; Andersen, Soren M.; Inghardt, Tord; Tunek, Anders; Nylander, Sven; Bioorganic and medicinal chemistry letters; vol. 22; 21; (2012); p. 6671 – 6676,6;,
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Pyrimidine – Wikipedia

Application of 213265-83-9, 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 213265-83-9, name is 4,6-Dichloro-5-fluoropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Intermediate A33-5 (200mg, 0.94mmol) was dissolved in tetrahydrofuran (10mL), was added 4,6-dichloro-5-fluoropyrimidine (160mg, 0.96mmol),Diisopropylethyl amine (360mg, 2.79mmol), 50 stirred overnight, cooled to room temperature, spin dry solvent, the residue was purified by column chromatography (dichloromethane:Methanol = 50: 1) to give a white solid (220mg, 68%).

According to the analysis of related databases, 213265-83-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Suzhou Yunxuan Pharmaceutical Co., Ltd.; Zhang, Xiaohu; (54 pag.)CN105254613; (2016); A;,
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Pyrimidine – Wikipedia

Electric Literature of 271-70-5, 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. 271-70-5, name is 7H-Pyrrolo[2,3-d]pyrimidine, molecular formula is C6H5N3, 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 solution of 5-bromo-1,3-dihydrobenzo[c]thiophene (1, 0.18 g, 0.81 mmol) in dimethylformamide (3.5 mL), were added 7H-pyrrolo [2,3-d]pyrimidine (2, 0.14 g, 1.22 mmol) and sodium tert-butoxide (0.12 g, 1.2 mmol). The reaction mixture was degassed with argon for 20 min. Trans-N,N?-dimethyl cyclohexane 1,2 diamine (0.064 g, 0.4 mmol) and copper(I) iodide (0.030 g, 0.16 mmol) were then added and the reaction mixture was heated at 100 C. for 16 h. After heating the reaction mixture was filtered through celite and the filtrate was concentrated under reduced pressure. The residue thus obtained was purified by silica gel column chromatography using 2% methanol in dichloromethane as eluent to afford 7-(1,3-dihydrobenzo[c]thiophen-5-yl)-7H-pyrrolo[2,3-d]pyrimidine (Cpd. No. 13). Yield: 0.029 g, 12%; MS (ESI) m/z 254[M+1]+; 1H NMR (400 MHz, DMSO-d6) delta 9.13 (s, 1H), 8.87 (s, 1H), 8.03 (d, J=3.7 Hz, 1H), 7.84 (d, J=2.0 Hz, 1H), 7.74 (dd, J=8.3, 2.1 Hz, 1H), 7.50 (d, J=8.2 Hz, 1H), 6.88 (d, J=3.7 Hz, 1H), 4.34-4.26 (m, 4H).

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 271-70-5, 7H-Pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; EFFECTOR THERAPEUTICS, INC.; Sprengeler, Paul A.; Reich, Siegfried H.; Ernst, Justin T.; Webber, Stephen E.; (55 pag.)US2017/121339; (2017); A1;,
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Pyrimidine – Wikipedia

Related Products of 34771-45-4, 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.34771-45-4, name is 5-Phenylpyrimidine, molecular formula is C10H8N2, molecular weight is 156.18, as common compound, the synthetic route is as follows.

A mixture of palladium complex SI (27.7 mg, 50.0 muiotaetaomicron, 5.00 mol%) and 2-chloro- phenanthroline (10.7 mg, 50.0 muiotaetaomicron, 5.00 mol%.) was dissolved in acetonitrile (5.0 mL). This mixture was added to a 20 mL vial containing a solution of Selectfluor (709 mg, 2.00 mmol, 2.00 equiv.) and 5-phenylpyrimidine (156 mg, 1.0 mmol, 1.0 equiv.) in acetonitrile (5.0 mL, final c = 0.10 M). The reaction mixture was stirred for 14 hours at 50 C and then transferred to a separately funnel. Ethyl acetate (50 mL) was added and the organic layer was washed with water (50 mL) with brine added (10 mL). The aqueous layer was extracted with dichloromethane (3 chi 50 mL). The combined organic layers were dried over sodium sulfate, filtered, and concentrated in vacuo at 40 C to afford a pale yellow solid. The residue was dissolved in dichloromethane (2 mL), loaded onto a short plug of silica (20 g) and eluted with ethyl acetate/dichloromethane 20:80 (v/v) and concentrated in vacuo to afford a yellow- orange solid (123 mg) containing the title compounds (111 mg, 0.580, 58% yield, 3ia: 3ib (52:48)), 5-phenylpyrimidine and minor inseparable impurities. The yield and selectivity were determined by 19F using l,4-bis(trifluoromethyl)benzene as an internal standard (standard: delta -63.4 ppm, 6 F; compared with product peaks at delta -112.4 and -117.5 ppm; first relaxation time of 10 s to ensure accurate integration). The spectra matched the reported spectra for the title compound 5ib. See Liu et al., Chem. Commun., 2009, 6267-6269. (0419) R/= 0.45 (ethyl acetate/dichloromethane 20:80 (v/v)). HRMS-FIA(m/z) calculated for CioFN2 [M+H]+, 175.0666; found, 175.0667. (0420) [00210] NMR Spectroscopy: 13C NMR (125 MHz, CDC13, 23 C, delta): 163.5 (d, J= 249.7 Hz), 159.9 (d, J = 249.7 Hz), 157.7, 157.6, 157.6, 156.4 (d, J= 4.1 Hz), 155.0, 154.8, 134.4 (d, J = 8.3 Hz), 131.1 (d, 7= 8.3 Hz), 130.2 (d, 7= 2.9 Hz), 129.8 (d, 7= 1.8 Hz), 129.5, 129.1, 128.9 (d, J= 8.4 Hz), 127.1, 125.2, 125.1, 116.7 (d, J= 21.8 Hz), 116.6 (d, J= 22.0 Hz). 5- (2-fluorophenyl)pyrimidine (3ia): 1H MR (500 MHz, CDC13, 23 C, delta): 9.15 (s, 1H), 8.91 – 8.84 (m, 3H), 7.55 – 7.33 (m, 4H), 7.27 – 7.10 (m, 3H). 19F NMR (470 MHz, CDC13, 23 C, delta): -117.5 ppm. 5-(4-fluorophenyl)pyrimidine (3ib): 1H NMR (500 MHz, CDC13, 23 C, delta): 9.21 (d, J= 1.2 Hz, 1H), 8.96 (s, 1H), 8.92 (s, 1H), 7.62 – 7.51 (m, 3H), 7.50 – 7.44 (m, 1H), 7.22 (t, J= 8.6 Hz, 1H). 19F NMR (500 MHz, CDC13, 23 C, delta): -112.4 ppm.

The chemical industry reduces the impact on the environment during synthesis 34771-45-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; RITTER, Tobias; GARBER, Jeffrey; YAMAMOTO, Kumiko; (143 pag.)WO2017/156265; (2017); A1;,
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Pyrimidine – Wikipedia

Related Products of 1231930-42-9 ,Some common heterocyclic compound, 1231930-42-9, molecular formula is C15H13ClF2N4, 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.

Compound A1Sf (66 mg, 0.301 mmol), B1Sa (80 mg, 0.248 mmol), Pd(OAc)2 (20 mg), BINAP (20 mg) and Cs2CO3 (294 mg, 0.903 mmol) were added to 1,4-dioxane (3 mL), the air in reaction system was exchanged with N2, then the mixture was heat to 120 C. and reacted for 2 hours in seal. he LCMS indicated the reaction was complete, the reaction mixture was filtered, the filtrate was concentrated in vacuo, the residue was purified via column chromatography (DCM/MeOH=30:125:1) to afford yellow solid compound B1S (32 mg, yield 25%, >99% ee). 1H NMR (CD3OD, 400 MHz) delta 8.39-8.36 (m, 2H), 7.78 (dd, J=12.0 Hz, 0.8 Hz, 1H), 7.35 (d, J=2.4 Hz, 1H), 7.07 (dd, J=8.8 Hz, 2.8 Hz, 1H), 6.83 (d, J=9.2 Hz, 1H), 4.94-4.89 (m, 1H), 4.24 (dd, J=10.4 Hz, 2.8 Hz, 1H), 3.99 (dd, J=10.8 Hz, 9.2 Hz, 1H), 3.77-3.72 (m, 1H), 3.13-3.07 (m, 1H), 3.00 (d, J=11.2 Hz, 1H), 2.93-2.87 (m, 1H), 2.78-2.70 (m, 1H), 2.69 (s, 3H), 2.38 (s, 3H), 2.37-2.27 (m, 1H), 1.91 (dd, J=11.2 Hz, 10.8 Hz, 1H), 1.72 (d, J=6.8 Hz, 6H); MS m/z 506.3 [M+H]+.

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. 1231930-42-9, 6-(2-Chloro-5-fluoropyrimidin-4-yl)-4-fluoro-1-isopropyl-2-methyl-1H-benzo[d]imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hangzhou Innogate Pharma Co., Ltd.; ZHANG, Hancheng; LIU, Shifeng; YE, Xiangyang; (92 pag.)US2019/308993; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 145783-15-9, 4,6-Dichloro-2-(propylthio)pyrimidin-5-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, 145783-15-9, blongs to pyrimidines compound. Quality Control of 4,6-Dichloro-2-(propylthio)pyrimidin-5-amine

ake a 500ml three-necked flask,Equipped with a condensing return tube and nitrogen ball protection.Add 2-[[(3AR,4S,6R,6AS)-6-aminotetrahydro-2,2-dimethyl-4H-cyclopenten-1,3-dioxolan-4-yl ]oxy]ethanol (88.7 g, 408.3 mmol, 1.0 eq), 4,6-dichloro-2-(propylthio)-5-aminopyrimidine (98.0 g, 408.3 mmol, 1.0 eq), N,N- Diisopropylethylamine (79.1 g, 612.5 mmol, 1.5 eq),Stir at 120-125 C for 10 hours (HPLC detection,The peak area percentage was 4,6-dichloro-2-(propylthio)-5-aminopyrimidine <1.0%), the heating was stopped and the temperature was lowered to <60 C, and ethyl acetate and water were added for washing and extraction. Concentrated to 200 ml of ethyl acetate under reduced pressure and recrystallized from petroleum ether.Made a white solid 160g,The yield is 93.5%.HPLC peak area percentage SM-C ? 98.5%. These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,145783-15-9, its application will become more common. Reference:
Patent; Huaren Pharmaceutical Co., Ltd.; Feng Xinguang; Li Xuechao; Li Wei; (5 pag.)CN105198864; (2018); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 4316-94-3, 6-Chloro-5-nitropyrimidin-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, Product Details of 4316-94-3, blongs to pyrimidines compound. Product Details of 4316-94-3

EXAMPLE 9C1-(4-Aminophenyl)-3-(6-aminopyrimidin-4-ylamino)propan-1-one6-Chloro-5-nitro-pyrimidin-4-ylamine (379 mg, 2.1 mmol) in THF (2 mL) was added to an ice cold solution of Example 9B (510 mg, 2.1 mmol) in THF (20 mL) and ethanol (20 mL). The mixture was stirred at 0 C for 20 min, at room temperature for 1 hr and heated at 75 C for 2 h. The mixture was allowed to cool to room temperature, diluted with water (50 mL), concentrated, and filtered. The filter cake was washed with water and dried to give 0.55 g (83% yield) of the title compound. MS(ESI(+)) m/e 303.0 (M+H)+.

The synthetic route of 4316-94-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; US2011/105476; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 332133-92-3, 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.332133-92-3, name is 4-(Tributylstannyl)pyrimidine, molecular formula is C16H30N2Sn, molecular weight is 369.1328, as common compound, the synthetic route is as follows.

A solution of compound 5 (175 mg, 0.19 mmol), compound 51 (103 mg, 0.28 mmol), Pd(PPh3)4 (22 mg, 0.02 mmol) in 1,4-dioxane (4 mL) was microwaved at 100 C for 40 minutes, LC-MS showed that the start materials was consumed up, stopped the reaction, poured into a mixture of DCM (60 mL) and H20 (50 mL), filtered through a pad of celite, the organic layer was separated, washed with brine, dried over anhydrous Na2S04, concentrate in vacuo, the residue was purified by column (DCM/MeOH 100/1 to 40/1) to give compound 52 (9 mg, 11% yield) as a white solid. MS (ESI) (M/Z): [M+H]+ =402.1

The chemical industry reduces the impact on the environment during synthesis 332133-92-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ZHANG, Hai-Jun; (63 pag.)WO2018/217439; (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.5604-46-6, name is 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, molecular formula is C5H3Cl2N3O, molecular weight is 192.0028, as common compound, the synthetic route is as follows.Recommanded Product: 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde

l-(2-hydrazinylethyl)-4-(4-(2-methoxyethoxy)phenyl)piperazine (5) (1.0 eq.) and sodium carbonate (1.1 eq.) were added to acetonitrile (40 mL) and stirred at 25-30 C. A solution of 2-amino-4,6-dichloropyrimidine-5-carboxaldehyde (4) (1 eq.) in acetonitrile (15 mL) was added. The reaction mixture was heated to 80 C and stirred with periodic TLC or HPLC monitoring. After completion of the reaction (16 h), the mixture was cooled to 20- 25 C, filtered and concentrated under reduced pressure. The crude product is pure enough for use in the next step or it can be purified by chromatography.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5604-46-6, 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; MAPI PHARMA LTD.; MAROM, Ehud; MIZHIRITSKII, Michael; RUBNOV, Shai; WO2012/127472; (2012); A1;,
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 32779-36-5, name is 5-Bromo-2-chloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 5-Bromo-2-chloropyrimidine

The subtitle compound was prepared following a method by Takahashi et al., Chem.Pharm. Bull, 1958, 6, 334-337. To a solution of 5-bromo-2-chloropyrimidine (1.0 g, 5.2mmol) in EtOH was added sodium methanethiolate (0.36 g, 5.2 mmol) at roomtemperature and the reaction mixture was stirred overnight. The mixture was partitionedbetween EtOAc (15 mL) and water (10 mL). The aqueous layer was extracted twice withEtOAc and washed with brine. The combined organic layers were dried and concentratedto give the subtitle compound as a white solid (1.1 g).^-NMR (CD3OD): 5 8.66 (2H, s); 2.54 (3H, s).APCI-MS m/z: 204/206 1:1 [MH+].

With the rapid development of chemical substances, we look forward to future research findings about 32779-36-5.

Reference:
Patent; ASTRAZENECA AB; WO2006/4532; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia