Day: March 4, 2022

Application of 108-53-2 ,Some common heterocyclic compound, 108-53-2, molecular formula is C4H5N3O, 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.

REFERENCE EXAMPLE 5 Production of 2-amino-5-bromo-4-hydroxypyrimidine To a solution of isocytosine (1.04 g, 9.36 mmol) in acetic acid (25 ml) are added dropwise bromine (0.51 ml, 9.83 mmol) at room temperature. After the addition is completed, the reaction mixture is stirred for 1 hour at this temperature, successively concentrated under reduced pressure to give the residue, which is washed with ethyl ether, dried to afford white powders(2.49 g, 98%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,108-53-2, its application will become more common.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US6194419; (2001); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 13877-55-9, name is 7-Hydroxypyrazolo[4,3-d]pyrimidine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C5H4N4O

Compound 28: DMF (1.05 mL) was added to a solution containing 27 (1.0 g, 7.3 mmol) in thionyl chloride (21 mL). Heated the stirring solution to 90 C. for 1 hour. Cooled the homogeneous reaction mixture to room temperature. Concentrated to remove volatiles and diluted the reaction mixture with EtOAc followed by ice. Extracted the aqueous layer with EtOAc. Combined the organics, washed with saturated NaHCO3, dried with MgSO4, filtered and concentrated to afford 28 (0.73 g, 64%), ES (+) MS m/e=155.

The synthetic route of 13877-55-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sunesis Pharmaceuticals, Inc.; US2007/27166; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 38275-43-3, 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. 38275-43-3, name is 2-(Methylthio)pyrimidine-5-carbonitrile. A new synthetic method of this compound is introduced below.

Reference Example 231 To a mixture of 4- [3- (methoxymethoxy) propyl]-3- (l-methylethyl)-lH-pyrazole (1.00 g), 2-methylthiopyrimidine-5- carbonitrile (0.80 g) and N, N-dimethylformamide (15 ml) was added sodium hydride (60%, in oil, 0.24 g) at0 C, and, after termination of hydrogen generation, the mixture was stirred at room temperature for2 hours. The reaction mixture was poured into water, and extracted with ethyl acetate. The ethyl acetate layer was washed with saturated aqueous sodium chloride solution, dried(MgS04) and concentrated. A mixture of the obtained residue,conc. hydrochloric acid (3 drops) and methanol (20 ml) was refluxed for 4 hours. The reaction mixture was poured into water, and extracted with ethyl acetate. The ethyl acetate layer was washed with saturated aqueous sodium chloride solution, dried(MgS04) and concentrated. The residue was subjected to silica gel column chromatography, and2- [4- (3-hydroxypropyl)-3- (l-methylethyl)-lH-pyrazol-1-yl] pyrimidine-5-carbonitrile (450 mg, yield36%) was obtained as colorless crystals from a fraction eluted with ethyl acetate-chloroform (1: 4, volume ratio). melting point:153-154 C. H-NMR (CDC13) 5 : 1.38 (6H, d, J= 7. 0Hz), 1.44 (1H, t, J= 5.2Hz), 1.84-2. 00 (2H, m), 2.62 (2H, t, J= 7.8Hz), 3.10 (1H, septet, J= 7. 0Hz), 3.77 (2H, q, J= 5.9Hz), 8.31 (1H, s), 8.93 (2H, s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,38275-43-3, 2-(Methylthio)pyrimidine-5-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; TAKEDA CHEMICAL INDUSTRIES, LTD.; WO2003/99793; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 886365-79-3, 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 886365-79-3 as follows.

A mixture of 0.5 g (2.48 mmol) 5-bromo-N,N-dimethyl-pyrimidin-2-amine, 0.8 g (3.24 mmol) bis(pinacolato)diborone, 0.6 g (6.38 mmol) KOAc, 0.2 g (0.25 mmol) (0358) Pd(dppf)CI2 * DCM and dioxane is heated to 100C for 4.5 h. After cooling to RT, the reaction mixture is filtered through a pad of Celite and evorated, water is added and the mixture is extracted with EtOAc. The organic phases are pooled, dried and evaporated The crude product is purified by FC. (0359) Yield: 0.6 g (96%), ESI-MS: m/z = 250 (M+H)+, Rt(HPLC): 0.22 min (HPLC-A)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,886365-79-3, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BLUM, Andreas; GODBOUT, Cedrickx; HEHN, Joerg, P.; PETERS, Stefan; (74 pag.)WO2017/194453; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 675-11-6, 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. 675-11-6, name is 4,6-Difluoropyrimidin-2-amine. A new synthetic method of this compound is introduced below.

EXAMPLE 9 Preparation of 2-amino-6-(4-chlorophenoxy)-4-fluoropyrimidine (Variant A) STR17 2.52 g (0.038 mol) of 85% sodium hydroxide were dissolved in 50 ml of methanol, 4.9 g (0.0382 mol) of 4-chlorophenol were added, and the mixture was evaporated to dryness. The residue of salt obtained in this way was taken up in 50 ml of N-methyl-2-pyrrolidone and, at 25 C., 5.0 g (0.0382 mol) of 2-amino-4,6-difluoropyrimidine were added, and the mixture was stirred at 140 C. for 4 hours. After the reaction mixture had been cooled to 25 C. it was stirred into 500 ml of water, and the resulting precipitate was isolated. 7.4 g (81% of theory) of the title compound of melting point 223-226 C. were obtained in this way.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,675-11-6, 4,6-Difluoropyrimidin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; BASF Aktiengesellschaft; US5011927; (1991); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia