Category: 2435-50-9

Synthetic Route of 2435-50-9 , The common heterocyclic compound, 2435-50-9, name is Pyrimidine-4-carbaldehyde, 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.

EXAMPLE 14 Synthesis of 4-pyrimidinecarbaldehyde-(5-nitro-2-pyridyl)hydrazone (compound 14) A desired product was obtained in the same manner as in Example 1 by using 3.20 g (20.8 mmol) of 5-nitro-2-pyridylhydrazine and 2.2 g (20.4 mmol) of 4-pyrimidinecarbaldehyde. Yield: 4.00 g (16.4 mmol) [yield rate: 80%] Melting point: 290 to 291 C.

The synthetic route of 2435-50-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kabushiki Kaisha Toshiba; US5569763; (1996); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 2435-50-9, 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. 2435-50-9, name is Pyrimidine-4-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.

General procedure: SI, Figure 4. General procedure of the reductive amination reactions: synthesis of AA9-AA24 compounds (Tables 1 and 2). The ethyl 3-amino-4-(cyclohexylamino)benzoate (AA1) and derivatives (1 equiv.)and benzaldehyde (1 equiv) were heated in DCE for 1h at 80 oC in the presence of molecular sieves (4 A), then the mixture was cooled down to room temperature before addition of the NaBH(OAc)3 (1.6 equiv.) in small portions over 3h. The reaction mixture was stirred at room temperature under a nitrogen atmosphere for 17h. The reaction mixture was quenched with aqueous saturated NaHCO3, and the product was extracted with EtOAc. The EtOAc extract was dried (MgSO4), and the solvent was evaporated. The residue was purified by flash-column chromatography on silica gel, using a mixture of solvent of DCM: MeOH (50:1), to provide the desired AA9-AA24 compounds (Tables 1-2).

According to the analysis of related databases, 2435-50-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Iniguez, Eva A.; Perez, Andrea; Maldonado, Rosa A.; Skouta, Rachid; Bioorganic and Medicinal Chemistry Letters; vol. 25; 22; (2015); p. 5315 – 5320;,
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.2435-50-9, name is Pyrimidine-4-carbaldehyde, molecular formula is C5H4N2O, molecular weight is 108.0981, as common compound, the synthetic route is as follows.Formula: C5H4N2O

To a solu tion of e thyl (S)-2-((S)-pyrrolidine-2- carboxamido)-9-(5,6,7,8-tetrahydro-l,8-naphthyridin-2-yl)nonanoate (50 mg, 0.08 mmol, 1 equiv) in 0.5 mL MeOH was added pyrimidine-4-carbaldehyde (0.018 mL, 0.19 mol, 2.5 equiv). The mixture was heated at 40 C for 10 min before adding sodium cyanoborohydride (12 mg, 0.19 mmol, 2 5 equiv) and continuing to heat for an additional 2 h. The crude mixture was used directly in the next step

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2435-50-9, Pyrimidine-4-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; PLIANT THERAPEUTICS, INC.; LEFTHERIS, Katerina; REILLY, Maureen; FINKELSTEIN, Darren; COOPER, Nicole; BAILEY, Christopher; CHA, Jacob; (0 pag.)WO2020/6315; (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.2435-50-9, name is Pyrimidine-4-carbaldehyde, molecular formula is C5H4N2O, molecular weight is 108.0981, as common compound, the synthetic route is as follows.Formula: C5H4N2O

To a solu tion of e thyl (S)-2-((S)-pyrrolidine-2- carboxamido)-9-(5,6,7,8-tetrahydro-l,8-naphthyridin-2-yl)nonanoate (50 mg, 0.08 mmol, 1 equiv) in 0.5 mL MeOH was added pyrimidine-4-carbaldehyde (0.018 mL, 0.19 mol, 2.5 equiv). The mixture was heated at 40 C for 10 min before adding sodium cyanoborohydride (12 mg, 0.19 mmol, 2 5 equiv) and continuing to heat for an additional 2 h. The crude mixture was used directly in the next step

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2435-50-9, Pyrimidine-4-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; PLIANT THERAPEUTICS, INC.; LEFTHERIS, Katerina; REILLY, Maureen; FINKELSTEIN, Darren; COOPER, Nicole; BAILEY, Christopher; CHA, Jacob; (0 pag.)WO2020/6315; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 2435-50-9, 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. 2435-50-9, name is Pyrimidine-4-carbaldehyde. A new synthetic method of this compound is introduced below.

General procedure: A suspension of methyl 2-(2-aminoethyl)-1 ,3-thiazole-4-carboxylate (5) (1.96 g, 10.52 mmol), 1 H- benzimidazole-2-carbaldehyde (2.31 g, 15.79 mmol) and DIPEA (1.83 ml, 10.52 mmol) in MeOH (100 ml) was stirred at room temperature for 12 h. The reaction mixture was cooled to 0C, NaBH4 (0.597 g, 15.79 mmol) was added and the mixture stirred at room temperature for 2 h. The reaction mixture was concentrated in vacuo and the residue dissolved in EtOAc (100 ml) and washed with saturated NC03 (2 x 50 ml). The combined aqueous layers were extracted with EtOAc (3 x 50 ml) and the combined organic layers dried (MgS04), filtered and evaporated in vacuo. Purification by flash column chromatography (KP- NH, eluting with a gradient of 0-10% MeOH / DCM) afforded the title compound (1.4 g, 38%, 90% purity) as a tan solid. 1 H-NMR (Methanol-d4, 250 MHz): d[ppm]= 8.27 (s, 1 H), 7.60 – 7.49 (m, 2H), 7.29 – 7.17 (m, 2H), 4.09 (s, 2H), 3.92 (s, 3H), 3.26 (t, J = 6.3 Hz, 2H), 3.10 (t, J = 6.8 Hz, 2H) HPLCMS (Method A): [m/z]: 317 [M+H]+In a similar fashion to general procedure 3, 2-(2-aminoethyl)-N-benzyl-1 ,3-thiazole-4-carboxamide (104) (150 mg, 0.574 mmol), pyrimidine-4-carbaldehyde (61 mg , 0.564 mmol), TEA (0.79 ml, 6 mmol) in MeOH (2 ml) at room temperature for 6 h, followed by addition of NaBH; (32 mg, 0.846 mmol) gave the title compound (150 mg, 75%) as an brown oil after purification by flash column chromatography (eluting with a gradient of 5% MeOH in DCM). 1 H-NMR (CDCb, 400 MHz): d[ppm]= 9.05 (d, J = 1.3 Hz, 1 H), 8.63 (d, J = 5.2 Hz, 1 H), 8.04 (s, 1 H), 7.69 (s, 1 H), 7.39 – 7.27 (m, 6H), 4.66 (d, J = 6.1 Hz, 2H), 3.94 (s, 2H), 3.20 (t, J = 6.3 Hz, 2H), 3.09 (t, J = 6.6 Hz, 2H), HPLCMS (Method L): [m/z]: 354.0 [M+H]+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2435-50-9, Pyrimidine-4-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; VIFOR (INTERNATIONAL) AG; DUeRRENBERGER, Franz; BUHR, Wilm; BURCKHARDT, Susanna; BURGERT, Michael; KALOGERAKIS, Aris; REIM, Stefan; MANOLOVA, Vania; BOYCE, Susan; YARNOLD, Christopher John; PENA, Paula; SHEPHERD, Jon; LECCI, Cristina; JARJES-PIKE, Richard; SCOTT, John; (416 pag.)WO2017/68089; (2017); A2;,
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 2435-50-9, name is Pyrimidine-4-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 2435-50-9

A mixture of N1 -methyl-4-trifluoromethyl-benzene-1 , 2- diamine (0.29 g) , pyrimidine-4-carbaldehyde (0.20 g) , sodium sulfite (0.48 g) , and D F (8 ml) was stirred at 80 C for 2 hours, then at 100 C for 2.5 hours. After standing to cool the reaction mixture to room temperature, to the reaction mixture, saturated aqueous ammonium chloride solution was added, and extracted with ethyl acetate. The organic layer was dried over magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.20 g of the compound of the formula: (Compound 2 ) .

With the rapid development of chemical substances, we look forward to future research findings about 2435-50-9.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; TAKAHASHI, Masaki; TANABE, Takamasa; NOKURA, Yoshihiko; WO2012/74135; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

2435-50-9, 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 2435-50-9 as follows.

To a stirred mixture of pyrimidine-4-carbaldehyde (2 g, 18.5 mmol, 1.0 eq.) and hydrazinecarbothioamide (2.02 g, 22.2 mmol, 1.2 eq.) in ethanol (20 mL) and water (20 mL) was added concentrated hydrochloric acid (100 iL) and the reaction heated at 70 C for 4 hours. After cooling to room temperature the precipitate was collected by filtration, washed with ethanol and then dried in air to afford 2-(pyrimidin-4- ylmethylene)hydrazinecarbothioamide as a brown solid (2.1 g, 62% yield). NMR (400 MHz, DMSO) 11.93 (IH, s), 9.21 (IH, d, J=1.3 Hz), 8.86 (IH, d, J=5.3 Hz), 8.59 (IH, s), 8.43 (IH, s), 8.39 (IH, dd, J=1.3, 5.3 Hz), 8.03 (IH, s).

The chemical industry reduces the impact on the environment during synthesis 2435-50-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GENKYOTEX SA; MACHIN, Peter; SHARPE, Andrew; LOCK, Christopher James; CHAMBERS, Mark S; HODGES, Alastair; ALLEN, Vivienne; ELLARD, John M; (189 pag.)WO2016/98005; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

2435-50-9 ,Some common heterocyclic compound, 2435-50-9, 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.

General procedure: SI, Figure 4. General procedure of the reductive amination reactions: synthesis of AA9-AA24 compounds (Tables 1 and 2). The ethyl 3-amino-4-(cyclohexylamino)benzoate (AA1) and derivatives (1 equiv.)and benzaldehyde (1 equiv) were heated in DCE for 1h at 80 oC in the presence of molecular sieves (4 A), then the mixture was cooled down to room temperature before addition of the NaBH(OAc)3 (1.6 equiv.) in small portions over 3h. The reaction mixture was stirred at room temperature under a nitrogen atmosphere for 17h. The reaction mixture was quenched with aqueous saturated NaHCO3, and the product was extracted with EtOAc. The EtOAc extract was dried (MgSO4), and the solvent was evaporated. The residue was purified by flash-column chromatography on silica gel, using a mixture of solvent of DCM: MeOH (50:1), to provide the desired AA9-AA24 compounds (Tables 1-2).

According to the analysis of related databases, 2435-50-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Iniguez, Eva A.; Perez, Andrea; Maldonado, Rosa A.; Skouta, Rachid; Bioorganic and Medicinal Chemistry Letters; vol. 25; 22; (2015); p. 5315 – 5320;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia