Category: 5018-38-2

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.5018-38-2, name is 4,6-Dichloro-5-methoxypyrimidine, molecular formula is C5H4Cl2N2O, molecular weight is 179, as common compound, the synthetic route is as follows.Quality Control of 4,6-Dichloro-5-methoxypyrimidine

General procedure: To a solution of amine (320 mg, 0.8 mmol) in N-methyl-2-pyrrolidone (6 mL) was added diisopropylethylamine (270 mg, 2 mmol). The solution was stirred for 5 mm at room temperature at which time 4,6-dichloro-5-methoxypyrimidine (150 mg, 0.8 mmol) was added. The reaction mixture was stirred at 80C overnight then allowed to cool to room temperature. Water was added and the resulting mixture was extracted with methyl tert-butylether (3x). The combinedorganic layers were washed with water, dried over sodium sulfate, and concentrated in vacuo. The residue was purified by HPLC to provide 139mg (0.3 mmol, 37%) of the light yellow oily product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5018-38-2, 4,6-Dichloro-5-methoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BASF SE; BASF SCHWEIZ AG; GRAMMENOS, Wassilios; CRAIG, Ian Robert; BOUDET, Nadege; MUeLLER, Bernd; DIETZ, Jochen; LAUTERWASSER, Erica May Wilson; LOHMANN, Jan Klaas; MONTAG, Jurith; WO2013/135672; (2013); 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.5018-38-2, name is 4,6-Dichloro-5-methoxypyrimidine, molecular formula is C5H4Cl2N2O, molecular weight is 179, as common compound, the synthetic route is as follows.Recommanded Product: 5018-38-2

P16 10 To a solution of 4-fluorophbetanol (630 mg, 5.61 mmol) in 20 ml THF at rt was added 1BuOK (815 mg, 7.26 mmol, 1.3 eq.) and mixture for about 10 min. and cooled to 0 0C. To this was added 4,6-dichloro-5-methoxypyrimidine (1.0 g, 5.59 mmol) in one portion and the mixture was stirred overnight while allowing to warm to rt. It was quenched with aq. NH4CI, extracted 3x with ethyl acetate, the combined organic layer was washed with brine, dried over MgSO4, filtered, concentrated and the residue purified by flash chromatography using 10% ethyl acetate in hexanes to provide 950 mg of P16 and 14 mg of 10.LCMS for 10: 331.2 (MH+)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5018-38-2, 4,6-Dichloro-5-methoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; SCHERING CORPORATION; CHELLIAH, Mariappan, V.; CHACKALAMANNIL, Samuel; GREENLEE, William, J.; EAGEN, Keith, A.; GUO, Zhuyan; CLASBY, Martin, C.; XIA, Yan; JAYNE, Charles, L.; DWYER, Michael; KEERTIKAR, Kartik, M.; CHAN, Tin-Yau; WANG, Li; WO2011/17296; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5018-38-2, 4,6-Dichloro-5-methoxypyrimidine, 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, 5018-38-2, blongs to pyrimidines compound. Formula: C5H4Cl2N2O

1-(5-Methoxy-4-pyrimidinyl)piperazine Piperazine (20 g) was dissolved in water (100 mL) in a Parr bottle and then solid 4,6-dichloro-5-methoxypyrimidine (5.00 g, 27.9 mmole) was added. The mixture was vigorously stirred for 2 h at room temperature during which the 4,6-dichloro-5-methoxypyrimidine dissolved. The stirring bar was removed, catalyst (10% Pd/C, 1.0 g) was added to the turbid solution, and the mixture was then hydrogenated (60 psi, 3 h) at room temperature. The catalyst was filtered off and the filtrate extracted 3 times with CH2Cl2. The CH2Cl2 extracts were dried over Na2SO4 and concentrated in vacuo to give a clear oil which solidified upon standing (3.34 g, 61.7%). This crude product was Kugelrohr distilled (yield 3.24 g), dissolved in acetonitrile, and concentrated HCl was added to precipitate the product as a white powder which was dried in vacuo (4.32 g, 94.0% from crude product, m.p. 2190-221.5 C.).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5018-38-2, its application will become more common.

Reference:
Patent; Fabre-Kramer Pharmaceuticals, Inc.; US2009/281114; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 5018-38-2 , The common heterocyclic compound, 5018-38-2, name is 4,6-Dichloro-5-methoxypyrimidine, molecular formula is C5H4Cl2N2O, 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 4-(6-chloro-5-methoxy-pyrimidin-4-yl)-piperazin-1-carbaldehyde 17.9 g (0.1 mol) of 4,6-dichloro-5-methoxypyrimidine, 11.4 g (0.1 mol) of 1-piperazinylcarboxaldehyde and 13.8 g (0.1 mol) of potassium carbonate in 150 ml of acetonitrile were stirred at 20C for 48 hours. The reaction mixture was concentrated to dryness, 100 ml of distilled water were added, followed by extraction with con 3 x 100 ml of CH2Cl2. The extracts were dried and concentrated. 24.3 g (94.7%) of a white solid were yielded. 1H-NMR: (CDCl3, ppm): 8.22 (s, 1H); 8.12 (s, 1H) 3.95-3.82 (s.c., 4H); 3.79 (s, 3H); 3.65 (s.c, 2H); 3.50 (s.c., 2H)

The synthetic route of 5018-38-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VITA-INVEST, S.A.; EP714896; (1996); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 5018-38-2, 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. 5018-38-2, name is 4,6-Dichloro-5-methoxypyrimidine, molecular formula is C5H4Cl2N2O, 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.

(1) 4,6-Dichloropyrimidin-5-ol, INT 37 To a solution of 4,6-dichloro-5-methoxypyrimidine (5.00 g, 27.93 mmol) in DCE (80 mL) at 0 C. was added aluminum chloride (5.48 g, 41.10 mmol) in one portion. The reaction mixture was stirred vigorously at 50 C. for 6 hr. The mixture was cooled to 0 C. and aqueous HCl solution (1 M, 40 mL) followed by MeOH (10 mL) were added slowly. The mixture was stirred vigorously at RT for 10 min, then diluted with water and extracted with a mixture of DCM/MeOH (10:1, 2*100 mL) and EtOAc (1*100 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated to afford crude INT 37 as beige solid. UPLC-MS: MS (ESI): [M-H]- 163.0, rt=0.45 min. 1H NMR (DMSO-d6): delta (ppm) 11.71 (s, br, 1H), 8.39 (s, 1H).

According to the analysis of related databases, 5018-38-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; ANGST, Daniela; GESSIER, Francois; VULPETTI, Anna; US2015/152068; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia