Category: 51940-64-8

Synthetic Route of 51940-64-8, 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 51940-64-8, name is Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate. This compound has unique chemical properties. The synthetic route is as follows.

In a 20 mL vial, (R)-3-amino-10-methyl-9,10,11,12-tetrahydro-8H-[1,4]diazepino[5?,6?:4,5]thieno[3,2-f]quinolin-8-one (INT-3) (0.095 g, 0.318 mmol), ethyl 2,4-dichloropyrimidine-5-carboxylate (0.084 g, 0.382 mmol), and Huenig’s Base (0.111 ml, 0.637 mmol) were added to 5 mL of i-PrOH. The vial was sealed and the suspension warmed to 95 C. for 24 hours. Once determined to be complete, the reaction was cooled and a precipitate formed. 5 mL of ethyl ether was added, the vial was sonicated briefly, and the product was isolated by filtration to afford compound I-18 (0.112 g, 0.232 mmol, 72.8% yield). 1H NMR (400 MHz, DMSO-d6): delta 1.18 (d, J=6.7 Hz, 3H), 1.35 (t, J=7 Hz, 3H), 3.42-3.46 (m, 2H), 3.60 (m, 1H), 4.39 (q, J=7 Hz, 2H), 7.08 (br s, 1H), 7.81 (d, J=9.0 Hz, 1H), 8.06 (d, J=4 Hz, 1H), 8.10 (d, J=9.0 Hz, 1H), 8.54 (d, J=9.2 Hz, 1H), 8.93 (s, 1H), 9.27 (d, J=9.3 Hz, 1H), 10.99 (s, 1H). MS m/z (M+H): 483.29.

According to the analysis of related databases, 51940-64-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Celgene Avilomics Research, Inc.; Alexander, Matthew David; Chuaqui, Claudio; Malona, John; McDonald, Joseph John; Ni, Yike; Niu, Deqiang; Petter, Russell C.; Singh, Juswinder; (164 pag.)US2016/75720; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 51940-64-8, 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.51940-64-8, name is Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate, molecular formula is C7H6Cl2N2O2, molecular weight is 221.0407, as common compound, the synthetic route is as follows.

Potassium carbonate (62.50 g, 452.41 mmol) was added to ethyl 2,4-dichloropyrimidine-5-carboxylate (40.00 g, 180.97 mmol) and tetrahydro-2H-pyran-4-amine hydrochloride (24.90 g,10 181.0 mmol) in acetonitrile (1 L). The reaction mixture was stirred at rt for 16 h. The resultingprecipitate was collected by filtration, washed with THF (750 mL) and the combined organic layerswere concentrated in vacuo. The crude product was purified by fcc, elution gradient 0 to 2% THFin DCM, to afford the title compound (37.74 g, 73%) as a pale yellow solid; 1H NMR (400 MHz,DMSO) 1.32 (3H, t), 1.54-1.63 (2H, m), 1.85-1.89 (2H, m), 3.43-3.49 (2H, m), 3.83-3.88 (2H, m),15 4.12-4.26 (lH, m), 4.29-4.34 (2H, m), 8.34 (lH, d), 8.64 (lH, s); m/z MH+ 286.

The chemical industry reduces the impact on the environment during synthesis 51940-64-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ASTRAZENECA AB; CANCER RESEARCH TECHNOLOGY LIMITED; FINLAY, Maurice, Raymond, Verschoyle; GOLDBERG, Frederick, Woolf; HOWARD, Martin, Richard; TING, Attilla, Kuan, Tsuei; (145 pag.)WO2019/238929; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 51940-64-8, name is Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate, molecular formula is C7H6Cl2N2O2, 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. Application In Synthesis of Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate

DIPEA (8.76 mL, 50.31 mmol) was added dropwise to a mixture of (ls,4s)-4-amino-1-methylcyclohexan-1-ol (5.00 g, 38.70 mmol) and ethyl2,4-dichloropyrimidine-5-carboxylate (8.55g, 38.70 mmol) in acetonitrile (143 mL) at -5C over a period of 15 min under air. The reaction5 mixture was stirred for 2 h, then was slowly allowed to warm tort, concentrated in vacuo, dilutedwith EtOAc (200 mL), and washed with water then with sat. brine. The organic layer was driedover MgS04, filtered and concentrated in vacuo. The resulting crude mixture was suspended inDCM (20 mL ), and the resulting solid was isolated by filtration and was washed with DCM ( 5 mL)to afford title compound (3.8 g). The filtrate was purified by fcc, elution gradient 0 to 70% EtOAc10 inn-heptane, to afford additional title compound (5.3 g). Both batches were combined to afford thetitle compound (9.10 g, 75%) as a white solid; 1H NMR (400 MHz, DMSO) 1.13 (3H, s), 1.32 (3H,t), 1.43 (2H, td), 1.53 – 1.61 (2H, m), 1.69 (4H, tt), 3.85- 3.99 (lH, m), 4.15 (lH, s), 4.32 (2H, q),8.27 (lH, d), 8.62 (lH, s); m/zMH+ 314.

With the rapid development of chemical substances, we look forward to future research findings about 51940-64-8.

Reference:
Patent; ASTRAZENECA AB; CANCER RESEARCH TECHNOLOGY LIMITED; FINLAY, Maurice, Raymond, Verschoyle; GOLDBERG, Frederick, Woolf; HOWARD, Martin, Richard; TING, Attilla, Kuan, Tsuei; (145 pag.)WO2019/238929; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 51940-64-8, 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.51940-64-8, name is Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate, molecular formula is C7H6Cl2N2O2, molecular weight is 221.0407, as common compound, the synthetic route is as follows.

A solution of ethyl 2,4-dichloropyrimidine-5-carboxylate (prepared as described in , 0.29 g, 1.31 mmol), (S)-1-(5-fluoropyridin-2-yl)ethanamine hydrochloride (prepared as described in , 0.28 g, 1.59 mmol) and diisopropylethylamine (0.69 mL, 3.96 mmol) in acetonitrile (3 mL) was stirred overnight at ambient temperature. Water was then added and the reaction mixture was extracted with diethyl ether. The organic phase was washed with water and brine, dried (MgSO4), filtered and the solvents evaporated under reduced pressure to yield the title compound (0.49 g, 85%) as an oil. LRMS (m/z): 325 (M+1)+. 1H-NMR delta (CDCl3): 1.41 (t, 3H), 1.58 (d, 3H), 4.39 (q, 2H), 5.42 – 5.55 (m, 1H), 7.31 (dd, 1H), 7.39 (dd, 1H), 8.49 (d, 1H), 8.69 (s, 1H), 9.37 (d, 1H).

Statistics shows that 51940-64-8 is playing an increasingly important role. we look forward to future research findings about Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate.

Reference:
Patent; Almirall, S.A.; Eastwood, Paul Robert; Bach Tana, Jordi; Pages Santacana, Lluis Miquel; EP2554544; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 51940-64-8 ,Some common heterocyclic compound, 51940-64-8, molecular formula is C7H6Cl2N2O2, 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 1 Ethyl 2,4-dichloropyrimidine-5-carboxylate was allowed to react with p-toluidine at room temperature in acetonitrile in the presence of diisopropylethylamine, thereby obtaining ethyl 2-chloro-4-(4-methylanilino)pyrimidine-5-carboxylate (light yellow powder).

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. 51940-64-8, Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Yamanouchi Pharmaceutical Co., Ltd.; US6432963; (2002); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 51940-64-8, Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate, 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, 51940-64-8, blongs to pyrimidines compound. COA of Formula: C7H6Cl2N2O2

DIPEA (3.69 mL, 21.12 mmol) was added dropwise to ethyl2,4-dichloropyrimidine-5-carboxylate(3.89 g, 17.60 mmol) and tert-butyl (4-amino-1-methylcyclohexyl)carbamate (4.02 g, 17.6 mmol)in acetonitrile (80 mL) at 0C over a period of2 min. The reaction mixture was stirred at rt for 16 hand concentrated in vacuo. The resulting crude product was purified by fcc, elution gradient 0 to15 10% EtOAc in petroleum ether, to afford the title compound (6.0 g, 83%) as a pale yellow gum; 1HNMR (400 MHz, CDCb) 1.33 – 1.43 (6H, m), 1.43 – 1.64 (11H, m), 1.70 – 1.82 (lH, m), 1.85 -2.01 (4H, m), 2.17 (lH, s), 4.07-4.24 (2H, m), 4.30-4.42 (2H, m), 8.24- 8.57 (lH, m), 8.67 (lH,s); m/z MH+ 413.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,51940-64-8, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; CANCER RESEARCH TECHNOLOGY LIMITED; FINLAY, Maurice, Raymond, Verschoyle; GOLDBERG, Frederick, Woolf; HOWARD, Martin, Richard; TING, Attilla, Kuan, Tsuei; (145 pag.)WO2019/238929; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 51940-64-8, Adding some certain compound to certain chemical reactions, such as: 51940-64-8, name is Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate,molecular formula is C7H6Cl2N2O2, 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 51940-64-8.

General method for synthesis of 2-amino-4-chloropyrimidine-5-carboxylate: To a stirred solution of ethyl 2,4-dichloropyrimidine-5-carboxylate (1.6 g, 7.24 mmol) in 1,4- dioxane (15 mL) at 0-5 C under argon, ammonium hydroxide (28-30%, 2.56 mL, 21.72 mmol) is added slowly and the resulting mixture is stirred from 0 C to RT for 2 h. The reaction is complete based on TLC (30% EA/Hex, Rf = 0.3 for ethyl 2-amino-4-chloropyrimidine-5-carboxylate (Hinge-1); Rf = 0.5 for ethyl 4-amino-2-chloropyrimidine- 5-carboxylate) and LC-MS analysis. The mixture is partitioned between ethyl acetate and water. The organic layer is washed with brine, dried over Na2S04 and filtered. The filtrate is mixed with silica gel and then concentrated in vacuo. The residue is loaded to the top of silica gel packed in a glass column and eluted with 0-100% ethyl acetate/hexanes to afford ethyl 2-amino-4-chloropyrimidine-5-carboxylate (Hinge-1).[00669] The other regio isomer, ethyl 4-amino-2-chloropyrimidine-5-carboxylate, is also isolated.

According to the analysis of related databases, 51940-64-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; INFINITY PHARMACEUTICALS INC.; INTELLIKINE, LLC; CASTRO, Alfredo, C.; EVANS, Catherine, A.; JANARDANANNAIR, Somarajannair; LESCARBEAU, Andre; LIU, Tao; SNYDER, Daniel, A.; TREMBLAY, Martin, R.; REN, Pingda; LIU, Yi; LI, Liansheng; CHAN, Katrina; WO2013/12915; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 51940-64-8, 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. 51940-64-8, name is Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate, molecular formula is C7H6Cl2N2O2, 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.

DIPEA (4.28 mL, 24.5 mmol) was added dropwise to ethyl 2,4-dichloropyrimidine-5- carboxylate (2.46 g, 11.1 mmol) and 4-amino-4-methyl-cyclohexanol hydrochloride (2.00 g, 11.1 mmol) in acetonitrile (40 mL) at 0C over 5 min. The reaction mixture was allowed to warm to rt, then was stirred at rt for 6 h and concentrated in vacuo, diluted with EtOAc (300 mL) and washed with sat. brine (100 mL x 2). The organic layer was isolated and dried over MgSC and concentrated in vacuo. The resulting crude product was purified by fee, elution gradient 0 to 20% EtOAc in n-heptane, to afford the title compound (2.82 g, 81%) as a pale yellow gum;lH NMR (400 MHz, DMSO) 1.36 – 1.44 (3H, m), 1.44 – 1.58 (6H, m), 1.57 – 1.71 (1H, m), 1.72 – 2.13 (3H, m), 2.41 – 2.54 (2H, m), 3.63 – 3.75 (1H, m), 4.36 (2H, q), 8.52 – 8.59 (1H, m), 8.67 (1H, d); mJz MH+314.

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 51940-64-8, Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate.

Reference:
Patent; ASTRAZENECA AB; CANCER RESEARCH TECHNOLOGY LIMITED; FINLAY, Maurice, Raymond, Verschoyle; GOLDBERG, Frederick, Woolf; TING, Attilla, Kuan, Tsuei; (103 pag.)WO2018/114999; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia