Category: 287714-35-6

Adding a certain compound to certain chemical reactions, such as: 287714-35-6, Methyl 2-chloropyrimidine-5-carboxylate, 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, 287714-35-6, blongs to pyrimidines compound. Safety of Methyl 2-chloropyrimidine-5-carboxylate

A solution of methyl 2-chloropyrimidine-5-carboxylate (900 mg, 5.22 mmol) in dichloromethane (7.50 ml) was added to a stirred suspension of 2,3,4,6,7,8,9,9a-octahydro-1H-pyrido[1,2-a]pyrazine, HCl (1106 mg, 6.26 mmol) and N-ethyl-N-propan-2-ylpropan-2-amine (3.19 mL, 18.25 mmol) in dichloromethane (13.00 mL) at room temperature under nitrogen. The resulting solution was stirred at ambient temperature for 18 h. The reaction mixture was poured onto ice (50 mL), extracted with DCM (3×50 mL), the organic layer was dried over MgSO4, filtered and evaporated to afford yellow solid. The crude product was purified by crystallisation from IPA to afford the title compound (591 mg, 41%) as a white solid. The filtrate still contained some product and was purified by silica column chromatography, eluting with a gradient of 0 to 10% 7M NH3/MeOH in dichloromethane. Pure fractions were evaporated to dryness to afford a further sample of the title compound (402 mg, 28%) as a white solid. 1H NMR (399.9 MHz, DMSO-d6) delta 1.14-1.30 (2H, m), 1.46-1.55 (1H, m), 1.61 (2H, d), 1.72 (1H, d), 1.81 (1H, t), 1.95 (1H, m), 2.06 (1H, m), 2.67-2.70 (1H, m), 2.80 (2H, d), 3.05-3.12 (1H, m), 3.81 (3H, s), 4.59 (1H, m), 4.68 (1H, d), 8.79 (2H, s). MS: m/z 277 (MH+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,287714-35-6, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; US2008/153812; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 287714-35-6, Adding some certain compound to certain chemical reactions, such as: 287714-35-6, name is Methyl 2-chloropyrimidine-5-carboxylate,molecular formula is C6H5ClN2O2, 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 287714-35-6.

The compound obtained in Example 72c (90.0 mg)In N, N-dimethylacetamide was added sodium hydride(60% oily, 16.7 mg), and the mixture was stirred under ice cooling. After 30 minutes,The compound obtained in Example 71a (48.0 mg)And the mixture was stirred at 100 C. for 12 hours. After cooling to room temperature,Saturated ammonium chloride aqueous solution was added, followed by extraction with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure.The residue was purified by silica gel column chromatography (ethyl acetate / hexane) to give the title compound (18.0 mg) as a white solid.

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. 287714-35-6, Methyl 2-chloropyrimidine-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DAIICHI SANKYO COMPANY LIMITED; NAGAMOCHI, MASATOSHI; KOZAWA, YUJI; INAGAKI, HIROAKI; GOTANDA, KENTOKU; NOGUCHI, TETSUJI; TORIHATA, MUNEFUMI; YOSHINO, TOSHIHARU; ISOBE, TAKASHI; (113 pag.)JP2016/141632; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 287714-35-6, 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. 287714-35-6, name is Methyl 2-chloropyrimidine-5-carboxylate, molecular formula is C6H5ClN2O2, 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 suspension of (5,6,7, 8-tetrahydroimidazo[1,2-a]pyrazin-2-yl)-methanol hydrochloride (V, 0.35 g, 1.85 mmol) was added potassium carbonate (0.51 g, 3.71 mmol) at 0 C and stirred at that temperature for 5 min. Then, 2-chloro-pyrimidine-5-carboxylic acid methyl ester (0.38 g, 2.22 mmol) was added and the resulting mixture was stirred at room temperature for 15 h. The reaction mixture was quenched with ice and the solvent was evaporated to get the residue. Water was added and precipitate formed was filtered,ashed with water and n-hexane to afford the pure product as an off-white solid (VI, 0.36 g, 68%). LC-MS m/z calcd for Ci3Hi5N503, 289.1 ; found 290.1 [M+H]+.

According to the analysis of related databases, 287714-35-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JUBILANT BIOSYS LIMITED; RAJAGOPAL, Sridharan; HALLUR, Mahanandeesha S.; DEWANG, Purushottam; MURUGAN, Kannan; KUMAR C.H., Durga Prasanna; IYER, Pravin; MULAKALA, Chandrika; SIVANANDHAN, Dhanalakshmi; NAIR, Sreekala; ZAINUDDIN, Mohd.; TANTRY, Subramanyam Janardhan; GAJENDRAN, Chandru; RAJAGOPAL, Sriram; (334 pag.)WO2017/195216; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 287714-35-6, 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 287714-35-6, name is Methyl 2-chloropyrimidine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of compound 5 (200 mg, 562.09 umol, 1 eq, HCl) in DMSO (5 mL) was added Cs2CO3 (549.42 mg, 1.69 mmol, 3 eq) and 5A (97.00 mg, 562.09 umol, 1 eq) at 25 C, the reaction was stirred at 15 C for 10 hr. LCMS showed compound 5 was consumed completely and one main peak with desired mass was detected. The reaction mixture was added water (15 mL), filtered and the filtered cake was concentrated under reduced pressure to give a residue. The crude product was used into the next step without further purification. Compound 6 (210 mg, 413.53 umol, 73.57% yield, 89.69% purity) was obtained as a white solid, and checked by HNMR and HPLC. LCMS: RT = 1.421 min, MS cal.: 455.1, [M+H]+ = 456.1. 1H NMR (400MHz, CHLOROFORM-d) d ppm 8.85 (s, 2H), 6.79 – 6.74 (m, 2H), 6.72 – 6.66 (m, 2H), 4.70 (s, 2H), 4.61 (td, J = 4.9, 14.0 Hz, 2H), 3.89 (s, 3H), 3.82 – 3.76 (m, 3H), 3.73 (s, 3H), 3.69 – 3.59 (m, 2H), 2.11 (ddd, J = 4.1, 9.6, 13.6 Hz, 2H), 1.84 – 1.66 (m, 2H). HPLC: RT= 2.725 min. In some embodiments, LCMS and/or HPLC runs for compounds of the present disclosure may use different conditions and different retention times for the same compound may be observed for different runs.

According to the analysis of related databases, 287714-35-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KLEO PHARMACEUTICALS, INC.; BUNIN, Anna; IBEN, Lawrence G.; MANION, Douglas; SPIEGEL, David Adam; WELSCH, Matthew Ernest; (397 pag.)WO2019/136442; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 287714-35-6, 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 287714-35-6, name is Methyl 2-chloropyrimidine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of compound 5 (200 mg, 562.09 umol, 1 eq, HCl) in DMSO (5 mL) was added Cs2CO3 (549.42 mg, 1.69 mmol, 3 eq) and 5A (97.00 mg, 562.09 umol, 1 eq) at 25 C, the reaction was stirred at 15 C for 10 hr. LCMS showed compound 5 was consumed completely and one main peak with desired mass was detected. The reaction mixture was added water (15 mL), filtered and the filtered cake was concentrated under reduced pressure to give a residue. The crude product was used into the next step without further purification. Compound 6 (210 mg, 413.53 umol, 73.57% yield, 89.69% purity) was obtained as a white solid, and checked by HNMR and HPLC. LCMS: RT = 1.421 min, MS cal.: 455.1, [M+H]+ = 456.1. 1H NMR (400MHz, CHLOROFORM-d) d ppm 8.85 (s, 2H), 6.79 – 6.74 (m, 2H), 6.72 – 6.66 (m, 2H), 4.70 (s, 2H), 4.61 (td, J = 4.9, 14.0 Hz, 2H), 3.89 (s, 3H), 3.82 – 3.76 (m, 3H), 3.73 (s, 3H), 3.69 – 3.59 (m, 2H), 2.11 (ddd, J = 4.1, 9.6, 13.6 Hz, 2H), 1.84 – 1.66 (m, 2H). HPLC: RT= 2.725 min. In some embodiments, LCMS and/or HPLC runs for compounds of the present disclosure may use different conditions and different retention times for the same compound may be observed for different runs.

According to the analysis of related databases, 287714-35-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KLEO PHARMACEUTICALS, INC.; BUNIN, Anna; IBEN, Lawrence G.; MANION, Douglas; SPIEGEL, David Adam; WELSCH, Matthew Ernest; (397 pag.)WO2019/136442; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 287714-35-6, name is Methyl 2-chloropyrimidine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. name: Methyl 2-chloropyrimidine-5-carboxylate

Example A6; a).Preparatipn.of intermediate 32; A solution of 2-chloro-5-pyrimidinecarboxylic acid, methyl ester (0.058 mol) in /V5TV- dimethyl- acetamide (80ml) was added dropwise to a solution of 4- piperidinemethanamine (0.116 mol) and TV-ethyl -TV-(I -methyl ethyl)- 2-propanamine (0.145 mol) in TV^N-dimethyl- acetamide (150ml) under N2 flow. The mixture was stirred at room temperature for 1 hour and 30 minutes, poured out into ice water and extracted with EtOAc, then with DCM. The organic layer was washed with water, dried (MgSO4), filtered and the solvent was evaporated. The residue was crystallized from DIPE. The precipitate was filtered off and dried, yielding 1Og (65%) of intermediate 32.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 287714-35-6, Methyl 2-chloropyrimidine-5-carboxylate.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2006/136553; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 287714-35-6, Methyl 2-chloropyrimidine-5-carboxylate, 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, name: Methyl 2-chloropyrimidine-5-carboxylate, blongs to pyrimidines compound. name: Methyl 2-chloropyrimidine-5-carboxylate

A solution of methyl 2-chloropyrimidine-5-carboxylate (200 mg, 1.16 mmol) in dichloromethane (4.00 mL) was added to a stirred solution of 1-cyclopropyl-1,4-diazepane (247 mg, 1.16 mmol) and N-ethyl-N-propan-2-ylpropan-2-amine (0.902 mL, 5.22 mmol) in dichloromethane (4.00 mL) at 25 C. The resulting solution was stirred at ambient temperature for 18 h. The reaction mixture was evaporated to dryness and redissolved in MeOH (20 mL) and the crude product was purified by ion exchange chromatography, using an SCX column. The desired product was eluted from the column using 7M NH3/MeOH and evaporated to dryness to afford methyl 2-(4-cyclopropyl-1,4-diazepan-1-yl)pyrimidine-5-carboxylate (312 mg, 97%) as a cream solid. This was used directly with no further purification. 1H NMR (399.9 MHz, DMSO-d6) delta 0.28-0.31 (2H, m), 0.40-0.45 (2H, m), 1.80-1.84 (2H, m), 1.85-1.89 (1H, m), 2.71 (2H,m), 2.85-2.88 (2H, m), 3.81 (3H, s), 3.82-3.88 (4H, m), 8.79 (2H, s). MS: m/z 277 (MH+)

The synthetic route of 287714-35-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; US2008/153812; (2008); 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.287714-35-6, name is Methyl 2-chloropyrimidine-5-carboxylate, molecular formula is C6H5ClN2O2, molecular weight is 172.57, as common compound, the synthetic route is as follows.Recommanded Product: 287714-35-6

To a solution of 6-(tert-butylsulfonyl)-N-(5-fluoro-lH-indazol-3-yl)-7-(2-(piperazin-l- yl)ethoxy)quinolin-4-amine (120 mg, 0.23 mmol) in NMP (2 mL) was added methyl 2- chloropyrimidine-5-carboxylate (47 mg, 0.27 mmol), and sodium bicarbonate (57 mg, 0.68 mmol) and the reaction was stirred at 110 C for lh. The residue was subjected directly to purification by flash chromatography (30g pre-packed C-18 SNAP cartridge: 30% to 85% acetonitrile (0.1% ammonia) in water (10 mM ammonium bicarbonate)). The desired fractions were combined and concentrated to afford the title compound (106 mg, 0.16 mmol, 70 % yield). LCMS T= 1.15 min, ES+ve 663.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,287714-35-6, Methyl 2-chloropyrimidine-5-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CASILLAS, Linda N.; HARLING, John David; MIAH, Afjal Hussain; SMITH, Ian Edward David; RACKHAM, Mark David; (204 pag.)WO2017/182418; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 287714-35-6, 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. 287714-35-6, name is Methyl 2-chloropyrimidine-5-carboxylate, molecular formula is C6H5ClN2O2, 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.

4-(N-Boc-amino)piperidine 9.3 g was added to a 250 mL three-necked flask.N,N-dimethylacetamide 100mL,N,N-diisopropylethylamine 7.5 g,2-chloropyrimidine-5-carboxylic acid methyl ester 4.0 g,Stir at room temperature for 3 h under nitrogen.The end of the reaction was monitored by TLC (petroleum ether: ethyl acetate = 2:1).200 mL of water was added and extracted with dichloromethane (100 mL x 3), and the organic phases were combined.The organic phase was washed successively with 5% dilute hydrochloric acid (100 mL¡Á3) and saturated sodium chloride (100 mL¡Á3).The organic phase was dried over anhydrous sodium sulfate for 2 h, filtered, and evaporated, evaporated, evaporated.A white solid was obtained in 6.8 g, yield: 87.1%.

According to the analysis of related databases, 287714-35-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chinese Academy Of Medical Sciences Radioactive Medical Institute; Li Yiliang; Wei Huiqiang; Gao Jun; Bi Changfen; Ning Hongxin; Yu Jiang; Gou Wenfeng; Duan Yuqing; (35 pag.)CN109232541; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 287714-35-6, 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. 287714-35-6, name is Methyl 2-chloropyrimidine-5-carboxylate, molecular formula is C6H5ClN2O2, 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.

Preparation 79: 2-[(3i?,45)-3-feri-Butoxycarbonylamino-4-(2,5-difluoro-phenyl)- pyrrolidin-l-yl]-pyrimidine-5-carbox lic acid methyl esterTo a solution of 2-chloro-pyrimidine-5-carboxylic acid methyl ester (2.1 g, 12mmol) and [(3R,45′)-4-(2,5-difluorophenyl)pyrrolidin-3-yl]carbamic acid tert-butyl ester (Preparation 193, 4.0g, 13mmol) in DCE (l OOmL) was added triethylamine (3.3mL, 23mmol) and the resulting reaction mixture was stirred at r.t. for 16 h. The reaction mixture was diluted with DCM (200mL), washed with water (200mL) and brine (400mL), dried (MgS04), filtered and concentrated in vacuo. The remainder was triturated with MeOH and the solid collected by filtration to afford the title compound: RT = 3.95 min; mlz (ES ) = 435.18 [M+ H]+.

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 287714-35-6, Methyl 2-chloropyrimidine-5-carboxylate.

Reference:
Patent; PROSIDION LIMITED; BARBA, Oscar; BERTRAM, Lisa, Sarah; CARSWELL, Emma Louise; DAVIS, Susan, Helen; FRY, Peter, Timothy; GLEAVE, Robert James; JEEVARATNAM, Revathy, Perpetua; JOHNSTONE, Craig; KEILY, John; PROCTER, Martin, James; SCHOFIELD, Karen, Lesley; STEWART, Alan, John, William; SWAIN, Simon, Andrew; WO2013/26587; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia