Category: 10070-92-5

Synthetic Route of 10070-92-5, 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. 10070-92-5, name is Pyrimidine-5-carbaldehyde. A new synthetic method of this compound is introduced below.

Example P-5 A: Preparation of 5-propionyl-pyrimidine; 5.6 g of pyrimidine-5-carboxaldehyde in 100 ml of ether are slowly added dropwise, at 0-5C, to 18 ml of 3M ethylmagnesium bromide solution in ether. The yellowish suspension is stirred for 1 hour at 5C and then 30 ml of saturated NH4CI are added, with cooling. The phases are separated and the reaction solution is extracted 3 times with diethyl ether. The combined organic phases are washed with brine, filtered and concentrated. 3.14 g of a yellow oil are obtained, which-as the crude product-is reacted further. The intermediate is dissolved in 100 ml of methylene chloride and, after adding 10.26 g (1.2 eq. ) of pyridinium dichromate, is stirred for 20 hours at room temperature. The reaction mixture is filtered over Hyflo. The organic phase is washed with H2O/brine, dried and concentrated. After chromatography of the crude product on silica gel using ethyl acetate/hexane (1: 2), 0.95 g of the title product is obtained in the form of a colourless oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10070-92-5, Pyrimidine-5-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; WO2005/47281; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 10070-92-5, 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. 10070-92-5, name is Pyrimidine-5-carbaldehyde. A new synthetic method of this compound is introduced below.

EXAMPLE l N -[3-(cyclopentyloxy)phenyl]-2,2,2-trifluoro-N -(pyrimidin-5-ylmethyl)ethanesulfonamideDiisopropyl azodicarboxylate (0.45 mL, 2.3 mmol) was added dropwise to a stirred solution of 3-aminophenol (250 mg, 2.3 mmol), cyclopentanol (0.25 mL, 2.8 mmol), and triphenylphosphine (600 mg, 2.3 mmol) in tetrahydrofuran (1.4 mL) at 0 0C. After stirring for an additional 12hr at room temperature, the reaction mixture was rotovapped in vacuo to remove volatile solvents. The residue was directly purified via column chromatography on silica gel (eluting 5-50% EPO ethyl acetate/hexanes) to give 157 mg (40%) of [3-(cyclopentyloxy)phenyl]amine as red oil. To a solution of [3-(cyclopentyloxy)phenyl]-amine (157 mg, 0.89 mmol), pyrimidine aldehyde (96 mg, 0.89 mmol) and acetic acid (51 uL, 0.89 mmol) in dichloroethane 3.6 mL) was added sodium triacetoxyborohydride (283 mg, 1.3 mmol) at room temperature. The resulting mixture was stirred for an additional 2hr or until TLC indicated complete conversion. The reaction mixture was then rotovapped in vacuo to remove volatile solvents. The residue was directly purified via column chromatography on silica gel (eluting 15-100% ethyl acetate/hexanes) to give 200 mg (83%) of [3-(cyclopentyloxy)phenyl]- (pyrimidin-5-ylmethyl)amine as brown oil.A solution of 2,2,2-trifluoroethanesulfonyl chloride (0.1 ImL, l.Ommol) was added dropwise to a solution of [3-(cyclopentyloxy)phenyl](pyrimidin-5-ylmethyl)amine (200 mg, 0.74 mmol) in dichloroethane (2.8 mL) and pyridine (1.4 mL) at 00C. The reaction mixture was allowed to gradually warm to room temperature and then stirred at room temperature until TLC indicated completion of reaction. The solution was then rotovapped in vacuo to remove volatile solvents. The residue was directly purified via column chromatography on silica gel (eluting with 0-100% ethyl acetate/dichloromethane) to give N -[3-(cyclopentyloxy)phenyl]-2,2,2-trifluoro-N -(pyrimidin-5- ylmethyl)ethanesulfonamide as a solid. 1H NMR(CDCl3, 500MHz), delta 9.14 (s, IH), 8.61 (s, 2H), 7.29- 7.25 (m, IH), 6.87-6.85 (m, IH), 6.81-6.79 (m, IH), 6.72-6.71 (m, IH), 4.89 (s, 2H), 4.67-4.65 (m, IH), 3.88-3.83 (m, 2H), 1.90-1.61 (m, 8H). MS (ESI): 416 (M+ + H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10070-92-5, Pyrimidine-5-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; MERCK & CO., INC.; WO2006/49968; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 10070-92-5, 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. 10070-92-5, name is Pyrimidine-5-carbaldehyde, molecular formula is C5H4N2O, 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 stirred solution of N-cyclopropyl-5-methoxy-2-methylaniline Int-11 (200 mg, 1.12 mmol) in DMF (4 mL) and water (0.4 mL) under an inert atmosphere was added pyrimidine-5-carbaldehyde (182 mg, 1.68 mmol) and oxone (690 mg, 2.24 mmol) at room temperature. The reaction mixture was stirred at room temperature for 2 h. After consumption of starting material (by TLC), the reaction mixture was diluted with water (20 mL) and extracted with EtOAc (2*20 mL). The combined organic extracts were dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude material was purified by silica gel column chromatography (eluent: 2% MeOH/CH2Cl2) to afford 1-cyclopropyl-6-methoxy-2-(pyrimidin-5-yl)-1H-benzo[d]imidazole Ex. 25 (95 mg, 0.35 mmol, 32%) as an off white solid. ?H NMR (400 MHz, CD3OD): oe 9.36 (s, 2H), 9.28(s, 1H), 7.60 (d, J=8.8 Hz, 1H), 7.20 (d, J=2.3 Hz, 1H), 6.98(dd, J=8.8, 2.4 Hz, 1H), 3.92 (s, 3H), 3.78-3.76 (m, 1H),1.25-1.22 (m, 2H), 0.84-0.72 (m, 2H) EC-MS: mlz 267 [M+H] at 1.70 RT (98.22% purity). HPEC: 99.94%.

According to the analysis of related databases, 10070-92-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Viamet Pharmaceuticals (NC), Inc.; Sparks, Steven; Yates, Christopher M.; Shaver, Sammy R.; (93 pag.)US2018/186773; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 10070-92-5 ,Some common heterocyclic compound, 10070-92-5, molecular formula is C5H4N2O, 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.

Intermediate 109: (+/-)-1 ,1-Dimethylethyl 4-rcvano(5-pyrimidinyl)methyll-1- piperazinecarboxylate; To a solution of 1 g of 5-pyrimidinecarbaldehyde (9.2 mmole, Aldrich) in 10 mL of dichloroethane in a dry flask under nitrogen were added 1.7 g of 1 ,1-dimethylethyl 1- piperazinecarboxylate (9.2 mmole, Fluka) followed by 3.8 mL of Ti(iOPr)4 (12.8 mmole, Aldrich). The solution was then stirred at RT overnight. 11 mL of a solution of Et2AICN 1 M in toluene (11 mmole, Aldrich) were added dropwise at RT and the mixture was stirred at RT for 4 h. Then 3×10 mL of a saturated solution of NaHCO3 in water was added dropwise and the mixture was stirred at RT overnight. The resulting precipitate was filtered on celite and the cake was washed with AcOEt. The organic phase was washed with a saturated solution of NaHCO3 in water and the layers were separated on a phase separator cartridge. Solvents were removed under reduced pressure and the resulting crude compound was purified by flash chromatography on a 25 g silica gel cartridge with AcOEt/CH 1 :1 as an eluent to give the title compound as a sand color solid (1.72 g). 1H- NMR (400 MHz, CDCI3): delta 1.46 (9H, s), 2.56 (4H, m), 3.41 (4H, m), 5.11 (1 H, s), 8.81 (2H, s), 8.94 (1 H, s); UPLC-MS [Acquity UPLC BEH C18, 50×21 mm, 1.7 mum, gradient: A: H2O +0.1 % HCOOH/B: MeCN+0.075% HCOOH: 1 % to 6%B in 0.2 min., 6% to 60%B in 1.05 min, 60% to 100%B in 0.5 min., 100%B for 0.2 min, flow rate: 1 mL/min]: R1 = 0.64 min. m/z (ES): 326 [M+Na]+, 248 [M-CN]+.

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. 10070-92-5, Pyrimidine-5-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/148853; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 10070-92-5, 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 10070-92-5, name is Pyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of pyrimidine-5-carbaldehyde (500 mg, 4.6 mmol) in MeOH (10 mL) at 0, was added NaBH4 (262 mg, 6.9 mmol) in one portion. The mixture was stirred at RT for 4 h. It was then washed with brine and extracted with EA. The combined organic layers were washed with brine, dried over Na2SO4, and concentrated to give pyrimidin-5- ylmethanol as a white solid (456 mg, 89%). LC-MS (ESI): m/z (M+H) =111.13

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 10070-92-5, Pyrimidine-5-carbaldehyde.

Reference:
Patent; REMEDY PLAN, INC.; CRIMMINS, Gregory, Thomas; DE JESUS DIAZ, Dennise, Alexandra; BHURRUTH-ALCOR, Yushma; (483 pag.)WO2019/213570; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 10070-92-5, 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 10070-92-5, name is Pyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

Example 6 Synthesis of 4-[(Pyrimidin-5-ylmethyl)-amino]-benzoic acid tert-butyl ester A mixture of 4-amino-benzoic acid tert-butyl ester (3.93 g, 20.4 mmol), pyrimidine-5-carboxaldehyde (2.00 g, 18.5 mmol), Na(OAc)3BH (5.88 g, 27.8 mmol) and methanol (3 drops) in dichloroethane (75 mL) was stirred at room temperature for 16 hr. The reaction mixture was then diluted with dichloromethane, washed with an aqueous saturated solution of sodium bicarbonate and brine, dried over sodium sulfate, filtered and evaporated. The resulting crude material was purified via flash chromatography (hexane/ethyl acetate), to afford 4.02 g of 4-[(pyrimidin-5-ylmethyl)-amino]-benzoic acid tert-butyl ester.

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 10070-92-5, Pyrimidine-5-carbaldehyde.

Reference:
Patent; MEMORY PHARMACEUTICALS CORPORATION; ROCHE PALO ALTO LLC; US2010/29689; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 10070-92-5 ,Some common heterocyclic compound, 10070-92-5, molecular formula is C5H4N2O, 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.

To a solution of pyrimidine-5-carbaldehyde (0.300 g, 2.77 mmol) in methanol (6 mL), sodium borohydride (0.158g, 4.16 mmol) was added at 0 C over 10 minutes and the reaction mixture was stirred at the same temperature for 30 min. After completion of the reaction, the solvent was removed under vacuum. The residue obtained was poured into water (30 mL), extracted with ethyl acetate (150 mL), The organic layer was dried over sodium sulfate and concentrated to provide the title compound (0.160 g, 52.4%), 1H NMR (400 MHz, DMSO-d6) delta ppm 9.18-9.20 (s, 1H), 8.74 (s, 2H), 5.49-5.67 (b, 1H), 4.60 (s, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10070-92-5, its application will become more common.

Reference:
Patent; TEMPERO PHARMACEUTICALS, INC.; BALOGLU, Erkan; GHOSH, Shomir; LOBERA, Mercedes; SCHMIDT, Darby, R.; WO2013/19621; (2013); 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 10070-92-5, name is Pyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 10070-92-5

General procedure: The equimolar amount 6-(1H-indol-3-yl)-4,5?-bipyrimidine-2-amine and substituted aldehydes were mixed in a round bottom flask containing 50 mL of ethanol, some droplets of glacial acetic acid were added to the mixture, and it was set on refluxing for 18 h. Solid product was observed on the completion of reaction that was filtered and dried under vacuum and recrystallized using proper solvent [50].

With the rapid development of chemical substances, we look forward to future research findings about 10070-92-5.

Reference:
Article; Arshad, Mohammad; Journal of the Iranian Chemical Society; vol. 17; 6; (2020); p. 1305 – 1315;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 10070-92-5, 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 10070-92-5 as follows.

Step 1 : Pyrimidin-5-ylmethanolPyrimidine-5-carboxaldehyde (14.97 g, 138 mmol) in methanol (80 mL) at 0 0C was treated portionwise with sodium borohydride (5.24 g, 138 mmol). When the addition of sodium borohydride was complete the mixture was stirred for 1 hour at 0 0C. The mixture was quenched carefully with acetone and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography on silica gel Biotage 4OM, eluting with 5% methanol in dichloromethane to give pyrimidin-5-ylmethanol as a white crystalline solid.1H NMR (CDCl3): delta 9.18 (s, 1 H), 8.78 (s, 2 H), 4.81 (s, 2 H) MS: m/e 111.04 (M + H)+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10070-92-5, its application will become more common.

Reference:
Patent; MERCK & CO., INC.; WO2009/45381; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 10070-92-5, Pyrimidine-5-carbaldehyde, 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, 10070-92-5, blongs to pyrimidines compound. COA of Formula: C5H4N2O

General procedure: To a solution of amine (1.0 equiv) in 1,2-dichloroethane (0.1 M) were added aldehyde (1.2 equiv) and acetic acid (0.5 mL), the reaction mixture stirred at rt for 10 min, followed the addition of sodium triacetoxyborohydride (2.0 equiv). The reaction was stirred at rt under nitrogen for 18 h and concentrated. Sat. NaHCO3 (30 mL) was added and extracted with dichloromethane (20 mL x 3) and the combined organic layers were dried over anhydrous Na2SO4, filtered and evaporated under reduced pressure. The crude residue was purified by flash chromatography on silica gel eluting with 0-10% methanol/dichloromethane to give the desired product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10070-92-5, its application will become more common.

Reference:
Article; Wang, Mingliang; Fang, Yanjia; Gu, Shoulai; Chen, Fangfang; Zhu, Zhengjiang; Sun, Xun; Zhu, Jidong; European Journal of Medicinal Chemistry; vol. 132; (2017); p. 157 – 172;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia