Category: pyrimidines

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;,
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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;,
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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;,
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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;,
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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;,
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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. 14394-70-8, name is 2-Chloro-5-methylpyrimidin-4-amine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C5H6ClN3

[0401] A mixture of intermediate 66 (0.90 g, 2.96 mmol), 2-chloro-5-methyl-pyrimidin-4- ylamine (0.33 g, 2.28 mmol), Pd2(dba)3 (0.21 g, 0.23 mmol), Xantphos (0.264 g, 0.46 mmol) and cesium carbonate (2.2 g, 6.8 mmol) were suspended in dioxane (15 mL), sealed in a microwave reaction tube and irradiated with microwaves at 160 C for 15 min. The reaction mixture was cooled to room temperature and centrifuged down. The reaction was decanted and the organic phase concentrated in vacuo. The residue was purified on silica gel column to afford the title compound as a white solid (0.12 g, 14%).

The synthetic route of 14394-70-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TARGEGEN, INC.; WO2007/53452; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 60025-09-4 ,Some common heterocyclic compound, 60025-09-4, molecular formula is C5H3ClN4, 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.

General procedure: To the solution of 44 (200 mg, 0.664 mmol, 1.1 eq) in t-BuOH(4 mL) were added 6-chloro-9H-purine (93 mg, 0.604 mmol, 1.0 eq)and DIPEA (149 mL, 0.906 mmol, 1.5 eq). The resultant mixture was stirred at 80 C under N2 atmosphere for 8 h and concentrated in vacuo. To the residue was added DCM, and the mixture was washed successively with saturated NaHCO3 solution, dilute hydrochloric acid (0.5 N) and brine. The organic layer was dried over anhydrous Na2SO4 and concentrated in vacuo. Flash column chromatography utilizing EA/PE (1:1e3:1) and EA/AcOH (80:1) as the eluent afforded a light yellow oil. It was then dissolved in DCM, and the resulting solution was washed successively with saturated NaHCO3 solution, brine, dried over anhydrous Na2SO4, and concentrated in vacuo to afford 3-(1-((9H-purin-6-yl)amino)ethyl)-2-phenyl-2Hbenzo[e][1,2,4]thiadiazine 1,1-dioxide 55 as a light yellow solid.Yield 28%;

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. 60025-09-4, 4-Amino-6-chloropyrimidine-5-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ma, Xiaodong; Wei, Jun; Wang, Chang; Gu, Dongyan; Hu, Yongzhou; Sheng, Rong; European Journal of Medicinal Chemistry; vol. 170; (2019); p. 112 – 125;,
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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. 63200-54-4, name is 2,4-Dichloro-5H-pyrrolo[3,2-d]pyrimidine, the common compound, a new synthetic route is introduced below. Computed Properties of C6H3Cl2N3

General procedure: 2,4-dichloro-1H-pyrrolo[3,2-d]pyridine (5) was dissolved in a solution of 1:1 THF:DMF underN2. Sodium hydride (60% suspension in oil) was added directly, and the mixture was stirredat room temperature for 1 h. Appropriate halogenated reagent (methanesulfonyl chloride (6),2-nitrobenzenesulfonyl chloride (7), 2,4,6-Triisopropylbenzenesulfonyl chloride (8), benzyl bromide(9), 2,4-dichlorobenzyl bromide (10), 4-methoxybenzyl chloride (11), acetyl chloride (12), isobutyrylchloride (13), diphenylcarbamyl chloride (14), iodoethane (15)) was added and the mixture was stirredat r.t. for 18 h. The solvent was removed and residue dissolved in EtOAc and washed with waterand brine, then dried over MgSO4. Organics were loaded onto Celite and product purified usingsilica column chromatography eluting with 4:1 hexanes:EtOAc or 9:1 DCM:MeOH to obtain product,generally as a white to o-white solid.

The synthetic route of 63200-54-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Cawrse, Brian M.; Robinson, Nia’mani M.; Lee, Nina C.; Wilson, Gerald M.; Seley-Radtke, Katherine L.; Molecules; vol. 24; 14; (2019);,
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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 32779-36-5, name is 5-Bromo-2-chloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C4H2BrClN2

To a stirred solution of 1-boc-piperazine (6.0 g, 31.5 mmol) in DMF (50 mL), triethyl amine (7 mL, 46.00 mmol) and 5-bromo-2-chloropyrimidine (6.3 g, 37.00 mmol) were added and the reaction mixture was stirred at 90 C for 8 h. The reaction mixture was concentrated under reduced pressure. Water (50 mL) was added and the desired product was extracted with DCM (150 mL). The organic layer was dried over Na2SO4 and concentrated under reduced pressure. The crude product was purified by flash chromatography (10% EtOAc in pet ether) to afford the title compound. Yield: 76% (7 g, white). 1H NMR (400 MHz, DMSO-d6): delta 8.46 (s, 2H), 3.68-3.67 (m, 4H), 3.39-3,37 (m, 4H), 1.40 (s, 9H). LCMS: (Method A) 289.0 (M+H), Rt. 5.19 min, 99.05% (Max).

With the rapid development of chemical substances, we look forward to future research findings about 32779-36-5.

Reference:
Patent; ASCENEURON SA; QUATTROPANI, Anna; KULKARNI, Santosh S.; GIRI, Awadut Gajendra; (243 pag.)WO2016/30443; (2016); A1;,
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Adding a certain compound to certain chemical reactions, such as: 10397-13-4, 4-(4,6-Dichloropyrimidin-2-yl)morpholine, 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, COA of Formula: C8H9Cl2N3O, blongs to pyrimidines compound. COA of Formula: C8H9Cl2N3O

5 – azaspiro [2.4] heptane -7 – alcohol (0.4g, 3 . 53mmol) and 4 – (4, 6 – dichloro pyrimidine -2 – yl) morpholine (640 mg, 2 . 72mmol) is dissolved in isopropanol (15 ml), add DIPEA (700 mg, 5 . 44mmol), raising the temperature to 80 C, stirring overnight, the reaction solution concentration, for purification column chromatography (petroleum ether: ethyl acetate=1:1), shall be 5 – (6 – chloro -2 – morphine linlin base pyrimidine -4 – yl) -5 – azaspiro [2.4] heptane -7 – alcohol (400 mg, 49%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10397-13-4, 4-(4,6-Dichloropyrimidin-2-yl)morpholine, and friends who are interested can also refer to it.

Reference:
Patent; Shanghai Huilun Life Technology Co., Ltd.; Cheng Jianjun; Qin Jihong; (41 pag.)CN104557871; (2017); B;,
Pyrimidine | C4H4N2 – PubChem,
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