Day: September 24, 2021

Application of 96702-03-3 ,Some common heterocyclic compound, 96702-03-3, molecular formula is C6H10N2O2, 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 3 2-Hydroxyethyldimethylammonium 2-methyl-3,4,5,6-tetrahydropyrimidine-4-carboxylate 42.65 g of ectoin are dissolved in 60 ml of water in a 250 ml beaker, and 30 ml of 2-(dimethylamino)ethanol are subsequently added at room temperature with stirring. This reaction solution is stirred at room temperature for a further hour and subsequently evaporated to dryness in a rotary evaporator with a water bath at about 60 C., leaving 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. 96702-03-3, (S)-2-Methyl-3,4,5,6-tetrahydropyrimidine-4-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK PATENT GESELLSCHAFT; US2011/152292; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1439-10-7, 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 1439-10-7, name is 4-Amino-5-bromopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 5-bromopyrimidin-4-amine (1 g, 5.78 mmol), iodobenzene (1.18 g, 5.78 mmol), xantphos (334 mg, 0.578 mmol), sodium tert-butoxide (1.66 g, 17.34 mmol) and tris(dibenzylideneacetone)dipalladium (0) (0.52 g, 0.58 mmol) in dioxane was degassed with nitrogen, heated to 110 C. and stirred for 24 hours. The reaction was cooled to r.t, poured into water and extracted with EtOAc (3×100 mL). The combined organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated in vacuum. The residue was purified by flash chromatography (EtOAc/DCM=80%) to give 9H-pyrimido[4,5-b]indole (370 mg, 37.9% yield) as a yellow solid. LC/MS (ESI, m/z): [M+1]+=170.0.

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 1439-10-7, 4-Amino-5-bromopyrimidine.

Reference:
Patent; Kymera Therapeutics, Inc.; Ji, Nan; Kluge, Arthur F.; Weiss, Matthew M.; Zhang, Yi; (180 pag.)US2020/10468; (2020); A1;,
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 16234-10-9, name is Thieno[3,2-d]pyrimidin-4(3H)-one. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

To a stirred solution of (COC1)2 (7.33 wL, 84.11 mmol) in anhydrous (CH2C1)2(20 mL) at 0C under nitrogen was added DMF (4.47 mL, 57.18 mmol). After 20 min asolution of thieno[3,2-J|pyrimidin-4(3H)-one (19) (4 g, 26.28 mmol) in anhydrous(CH2C1)2 (5 mL) was added drop wise to the reaction mixture which was stirred for 20 minat 0C, warmed to room temperature over another 20 min, heated at 80C for 1.5 hours, andcooled to room temperature. Finally, the reaction mixture was poured into water andextracted with DCM. The extract was washed sequentially with water, brine, dried over4, filtered and evaporated to afford the title compound 20 (4.36 g, 97% yield) as ayellow solid. .H NMR (400 MHz, DMSO-dfe) §(ppm): 9.02 (s, 1H), 8.59 (d, J = 5.2 Hz,lH),7.75(d,J = 5.2Hz, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 16234-10-9.

Reference:
Patent; METHYLGENE, INC.; WO2006/10264; (2006); 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. 4983-28-2, name is 2-Chloro-5-hydroxypyrimidine, molecular formula is C4H3ClN2O, 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. Safety of 2-Chloro-5-hydroxypyrimidine

Potassium carbonate (1.51g, 11 mmol) was slowly added to a stirred solution of 2- chloropyrimidin-5-ol (0.58g, 4.4 mmol) in DMF (25mL) followed by the addition of 3- (bromomethyl)-2,4-difluoro-l,5-dimethoxybenzene (Example 506, step (b)) (1.2g, 4.4 mmol) at 0 °C. The reaction mass was stirred at room temperature for 12h. Then the reaction mixture was quenched with ice cold water. The solid separated and was filtered and dried under reduced pressure to afford desired title compound (1.2g, 85percent). LCMS: m/z = 316.9 (M+H)+.

With the rapid development of chemical substances, we look forward to future research findings about 4983-28-2.

Reference:
Patent; EISAI R & D MANAGEMENT CO., LTD.; REYNOLDS, Dominic; HAO, Ming-Hong; WANG, John; PRAJAPATI, Sundeep; SATOH, Takashi; SELVARAJ, Anand; (128 pag.)WO2016/164703; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1445-39-2, Adding some certain compound to certain chemical reactions, such as: 1445-39-2, name is 2-Amino-5-iodopyrimidine,molecular formula is C4H4IN3, 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 1445-39-2.

Under nitrogen atmosphere sodium hydride (0.03 g, 0.73 mmol, 3.2 eq., 60% NaH in oil) was addedto a solution of 2-amino-5-iodopyrimidine (0.05 g, 0.23 mmol, 1.0 eq.) in dry THF (1 mL) at 0 C.Benzyl bromide (0.07 mL, 0.58 mmol, 2.5 eq.) was added at 0 C after 30 min. and the reactionmixture was then allowed to warm up to room temperature. After 19 h water (3 mL) and ethyl acetate(2 mL) were added and the water phase was washed with ethyl acetate (3 mL). The combined organicphase was washed with brine (5 mL), dried over Na2SO4, filtered and the solvent was removed underreduced pressure. The crude product was purified by column chromatography (hexane to hexane/ethylacetate, 10:1, Rf = 0.57) to give N, N-dibenzyl-5-iodopyrimidin-2-amine 2a (0.07 g, 78%) as acolorless solid (m.p.: 117 C). Crystals suitable for X-ray analysis were obtained from a hexane/ethylacetate solution.

According to the analysis of related databases, 1445-39-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Moeschwitzer, Vicki D.; Kariuki, Benson M.; Redman, James E.; Tetrahedron Letters; vol. 54; 34; (2013); p. 4526 – 4528;,
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. 2927-71-1, name is 2,4-Dichloro-5-fluoropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

Nitrogen was bubbled into a solution of compound 13 (1 g, 6 mmol, 1.1 eq), Pd(dppf)2Cl2 (0.38 g, 0.05 mmol, 0.1 eq) and 2 N Na2C03 (8.4 mL, 16.8 mmol, 3 eq) in DME (17 mL) for 5 minutes. The mixture was warmed to 80 C and a solution of compound 12 (1.8 g, 5.4 mmol, 1 eq) in DME (18 mL) was added dropwise. After addition, the mixture was stirred at 84 C for 1 h. After cooling down to rt, the mixture was diluted with ethyl acetate (100 mL) and washed with brine (50 mL x 2), dried over sodium sulfate, concentrated and purified by column chromatography to give the desired product (1.8 g, 60%). LCMS: (M+H)+: 334.8.

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, 2927-71-1, 2,4-Dichloro-5-fluoropyrimidine.

Reference:
Patent; BEIJING XUANYI PHARMASCIENCES CO., LTD.; SONG, Yuntao; CHEN, Xiaoqi; (188 pag.)WO2019/35008; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 90213-67-5, name is 2,4-Dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below., Product Details of 90213-67-5

General procedure: A solution of compound 1 (0.3 mmol) in anhydrous toluene (2 mL)was flushed with Ar, after which Pd(PPh3)2Cl2 (10.5 mg, 0.015 mmol),AsPh3 (18.4 mg, 0.06 mmol) and the corresponding (arylethynyl)tributyltin (0.78 mmol) were added. The mixture was heated at reflux temperature under Ar for 48-72 h. After cooling, the mixture was poured into K2CO3 solution (0.5 M, 20 mL) containing CsF (50mg), stirred for 30 min and extracted with CHCl3. The extract was dried over Na2SO4, filtered and the CHCl3 was removed on a rotary evaporator. The crude residue was purified by column chromatography(CHCl3) to afford pure product 6q-y.

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, 90213-67-5, 2,4-Dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Article; Bucevicius, Jonas; Tumkevicius, Sigitas; Synthesis; vol. 47; 14; (2015); p. 2100 – 2112;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 13223-25-1, 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. 13223-25-1, name is 2-Chloro-4,6-dimethoxypyrimidine. A new synthetic method of this compound is introduced below.

General procedure: To amine (3.0 mmol, 3.0 eq.) in i-PrOH (2.0 mL) was added NEt3(416 muL, 3.0 mmol, 3.0 eq.). To this was added 2-chloro-4,6-dimethoxypyrimidine(174 mg, 1.0 mmol, 1.0 eq.). A greased reflux condenser was attached and themixture heated to reflux (120 C). The reaction was left at this temperatureuntil deemed complete by TLC analysis, typically 6 – 12 h. The reaction wasthen allowed cool to room temperature and then diluted with either EtOAc (10mL, substrates 3 and 4) or Et2O (10 mL, all othersubstrates). This was then washed with water (5 mL). The aqueous phase was thenextracted with the appropriate solvent as previously used (EtOAc or Et2O,3 × 10 mL). The combined organic layers were then washed with brine (10 mL),dried over MgSO4 and then concentrated under reduced pressure toafford the title compound in its crude form. Purification by columnchromatography (silica gel, hexanes:EtOAc, 100:0 ? 60:40) afforded the titlecompound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13223-25-1, 2-Chloro-4,6-dimethoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Shaw, Julian W.; Barbance, Laure; Grayson, David H.; Rozas, Isabel; Tetrahedron Letters; vol. 56; 35; (2015); p. 4990 – 4992;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 5604-46-6 , The common heterocyclic compound, 5604-46-6, name is 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, molecular formula is C5H3Cl2N3O, 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.

To a suspension of 2-amino-4,6-dichloropyrimidine-5-carbaldehyde (5.35 g, 26.75 mmol) in THF (60 mL) was added triethylamine (11.5 mL, 82.5 mmol) and the mixture was cooled to 5C (ice bath). Methylhydrazine (1.4 mL, 27 mmol) was added, and the mixture was stirred at 5C for 1 h, before warming to r.t. The bright yellow mixture was stirred at r.t. for a further 30 minutes before filtering under reduced pressure. The resulting solid was washed with diethyl ether followed by water, then dried, to yield the title compound (4.06 g, 82.6%) as a yellow solid. deltaEta (DMSO-d6) 7.97 (s, 1H), 7.29 (s, 2H), 3.79 (s, 3H).

The synthetic route of 5604-46-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UCB PHARMA S.A.; KATHOLIEKE UNIVERSITEIT LEUVEN, K.U.LEUVEN R&D; FORD, Daniel James; FRANKLIN, Richard Jeremy; GHAWALKAR, Anant Ramrao; HORSLEY, Helen Tracey; HUANG, Qiuya; REUBERSON, James Thomas; VANDERHOYDONCK, Bart; WO2014/96423; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 155690-79-2, Adding some certain compound to certain chemical reactions, such as: 155690-79-2, name is 6-Bromopyrido[2,3-d]pyrimidin-4(1H)-one,molecular formula is C7H4BrN3O, 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 155690-79-2.

6-Bromopyrido[2,3-d]pyrimidin-4(3H)-one (3.Og) and POC13 (15 mL)were heated at 130 C under nitrogen for 3h. The homogeneous dark solution was concentrated under reduced pressure and diluted with EtOAc (150 mL). The heterogeneous brown slurry was poured onto mixture of ice/aq. NaHCO3 and allowed the mixture warm to room temperature. The heterogeneous brown mixture was further diluted with EtOAc (75 mL) and separated the organic layer. The organic layer was partitioned with aq. NaC1, separated, stirred with MgSO4 and filtered through a pad of Celite and silica gel. The pale yellow filtrate was concentrated and the crude solid was stirred in 50% EA/hexanes. 6-Bromo-4-chloropyrido[2,3-d]pyrimidine was obtained as a pale yellow crystalline solid (1.8 g, purity: 95%) upon filtration.

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. 155690-79-2, 6-Bromopyrido[2,3-d]pyrimidin-4(1H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RIGEL PHARMACEUTICALS, INC.; SINGH, Rajinder; BHAMIDIPATI, Somasekhar; DING, Pingyu; PAYAN, Donald; GELMAN, Marina; KINSELLA, Todd; WO2015/157093; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia