Pyrimidines

Application of 720-01-4, Adding some certain compound to certain chemical reactions, such as: 720-01-4, name is Ethyl 4-chloro-2-trifluoromethylpyrimidine-5-carboxylate,molecular formula is C8H6ClF3N2O2, 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 720-01-4.

4-chloro-2- (trifluoromethyl) pyrimidine-5-carboxylate (1.99g, 7.82mmol) solution of ethanol (30 mL) added diisopropyl ethyl amine (2.43g, 18.8mmol), 10% palladium – carbon (200mg), under hydrogen atmosphere, stirred at room temperature for 3.5 hours. Thereafter, the reaction mixture was diatomaceous earth filtration, concentrated under reduced pressure. Utilizing silica column chromatography (hexane / ethyl acetate) The residue obtained was purified, thereby obtaining the title compound (1.36g79%)

According to the analysis of related databases, 720-01-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUMITOMO DAINIPPON PHARMA CO., LTD.; YOSHINAGA, HIDEFUMI; URUNO, YOSHIHARU; SAWAMURA, KIYOTO; GOTO, NANA; IKUMA, YOHEI; (165 pag.)TW2016/5858; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
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Reference of 444731-75-3 ,Some common heterocyclic compound, 444731-75-3, molecular formula is C14H14ClN5, 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 stirred suspension of Intermediate Example 4 (1.1 g, 3.8 mmol) in 14 ml. of MeOH, was added 5-amino-2-methylbenzenesulfonamide (0.78 g, 4.2 mmol, 1.1 equiv) at room temperature. The reaction mixture was heated at reflux for 3 h, then 4 M HCI in 1 ,4-dioxane (19 mul_, 0.076 mmol) was added in one portion. After 4 h, the suspension was cooled to room temperature, and filtered. The resulting solid was washed with 10 ml. of MeOH and dried in vacuo to yield 1.3 g (72%) of 5-({4-[(2,3-dimethyl-2H-indazol- 6-yl)methylamino]-2-pyrimidinyl}amino)-2-methyl benzenesulfonamide monohydrochloride as a white solid. 1 H NMR (DMSO-d6, 400 MHz) delta 10.95 (s, 1 H), 8.36 (s, 1 H), 7.86 (d, J = 8.8 Hz, 2H), 7.64-7.59 (m, 2H), 7.40 (m, 3H), 6.93 (dd, J = 8.8, 2.0 Hz, 1 H), 5.92 (s, 1 H), 4.08 (s, 3H), 3.57 (s, 3H), 2.65 (s, 3H), 2.56 (s, 3H).

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. 444731-75-3, N-(2-Chloropyrimidin-4-yl)-N,2,3-trimethyl-2H-indazol-6-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/143483; (2007); A2;,
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Adding a certain compound to certain chemical reactions, such as: 5466-43-3, 2,4-Dichloro-6,7-dihydro-5H-cyclopenta[d]pyrimidine, 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, 5466-43-3, blongs to pyrimidines compound. Quality Control of 2,4-Dichloro-6,7-dihydro-5H-cyclopenta[d]pyrimidine

EXAMPLE 314; 5-Bromo-3-(2-chloro-6,7-dihydro-5H-cyclopentapyrimidin-4-yl)-1,3-dihydro-indol-2-one; To a stirring mixture of NaH (480 mg, 12.0 mmol) in THF (20 mL) at 0 C. was added 5-bromooxindole (1.00 g, 4.72 mmol) in portion. Additional THF (5 mL×3) was used to make sure all the oxindole was added into the reaction flask. After stirred for 50 min, a solution of compound 313 (892 mg, 4.72 mmol) in THF (5 mL×3) was added. The reaction was continued stir for 1 h at 0 C. and 2.5 h at room temp. A saturated NH4Cl solution (50 mL) was added into the reaction and the mixture was extracted with EtOAc (50 mL×3). The combined organic extracts was washed with brine and concentrated. The residue was triturated with MeOH and dried to give 1.27 g (74%) the title Example 314. Example 314: 1H NMR (400 MHz, DMSO-d6) delta 10.83 (s, 1H), 7.43 (m, 1H), 7.27 (s, 1H), 6.87 (m, 1H), 5.11 (s, 1H), 3.02-2.76 (m, 4H), 2.13-2.03 (m, 2H); MS (m/e) 365 (M+1), 366 (M+2).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5466-43-3, its application will become more common.

Reference:
Patent; Cephalon, Inc.; US2007/281949; (2007); A1;,
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Related Products of 274693-26-4, 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.274693-26-4, name is 2-(((3aR,4S,6R,6aS)-6-(7-(((1R,2S)-2-(3,4-Difluorophenyl)cyclopropyl)amino)-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethanol, molecular formula is C26H32F2N6O4S, molecular weight is 562.63, as common compound, the synthetic route is as follows.

2 g of compound h, 50 mL of methanol, 3 mol/L of HCl 48 mL were added to the reaction flask at room temperature, and magnetically stirred until dissolved.Solution, the ice bath was cooled to below 20 C, and the reaction was stirred for 15 h. After the reaction of co is completed, 20 mL of a 1 mol/L NaOH aqueous solution is added thereto. The pH was adjusted to about 7.2, methanol was distilled off, and 50 mL of ethyl acetate was added. The aqueous layer was separated and the organic layer was washed with brine. Evaporate 20 mL of ethyl acetate, replenish 30 mL of ethyl acetate, repeat the operation twice, combine the filtrates, and distill off part of the acetic acid.Ethyl ester, 200 mL of isooctane was added thereto, and the temperature was slowly raised to 50 C by an oil bath, stirred at a constant temperature for 30 min, and cooled to 20 C.The product j was precipitated, and dried by filtration to obtain 1.2 g of a pale yellow powder. The yield was 90%, and the HPLC purity was 97.88%. Compound j Chemical name: (1S, 2S, 3R, 5S)-3-[7-{[(1R,2S)-2-(3,4-difluorophenyl)cyclopropyl]amino}-5-( Propylthio)-3H-[1,2,3]-triazole[4,5-d]pyrimidin-3-yl]-5-(2-hydroxyethoxy)cyclopentane-1,2-dialcohol.

The chemical industry reduces the impact on the environment during synthesis 274693-26-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Beijing Kanglisheng Pharmaceutical Development Co., Ltd.; Cheng Gang; (14 pag.)CN104059069; (2016); B;,
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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. 1009826-93-0, name is Methyl 5-bromopyrimidine-4-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H5BrN2O2

Process 5 Sodium acetate (4.0 eq, 1.92 g, 23.41 mmol) and 1,1′-bis(diphenylphosphino)ferrocene palladium (II) chloride (complexed with dichloromethane) (0.05 eq, 214 mg, 0.29 mmol) were added to a mixture of methyl-5-bromopyrimidine-4-carboxylate (1.0 eq, 1.27 g, 5.85 mmol), and 2-amino-4-(methoxycarbonyl)phenylboronic acid hydrochloride (1.0 eq, 1.35 g, 5.85 mmol) in anhydrous DMF (10 ml). The mixture was stirred under nitrogen atmosphere at 120 C. for 18 hours. Water and brine were added and the resulting solid impurities filtered off. The material was extracted with CH2Cl2 (4×) and the combined extracts dried over Na2SO4. After evaporation of CH2Cl2, the remaining DMF was evaporated by heating the residue in vacuo. The resulting solid was triturated in CH2Cl2, filtered and dried to provide methyl 5-oxo-5,6-dihydropyrimido[4,5-c]quinoline-8-carboxylate as a beige solid (127 mg, 8.5% yield). LCMS (ES): >80% pure, m/z 256 [M+1]+; 1H NMR (DMSO-d6, 400 MHz) delta 3.79 (s, 3H), 7.81 (d, J=8.0, 1H), 8.68 (d, J=8.8, 1H), 9.49 (s, 1H), 10.19 (s, 1H), 12.37 (s, 1H) ppm.

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, 1009826-93-0, Methyl 5-bromopyrimidine-4-carboxylate.

Reference:
Patent; Cylene Pharmaceuticals, Inc.; US2009/93465; (2009); A1;,
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Adding a certain compound to certain chemical reactions, such as: 3073-77-6, 2-Amino-5-nitropyrimidine, 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, 3073-77-6, blongs to pyrimidines compound. Computed Properties of C4H4N4O2

Example 51. 4-(5-Nitropyrimidin-2-ylammo)-iV-(2-hydroxyethyl)-iV- isopropylbenzamide (37); [0192] A mixture of 5-nitro-pyrimidin-2-ylamine (142 nig, 1.0 mniol), bromide intermediate 36 described in Example 50 (285 mg, 1.0 mmol), Cs2CO3 (1.4 g, 4.3 rnrnol), Xantphos (114 mg, 0.2 mmol), and Pd2(dba)3 (91 mg, 0.1 mmol) in dioxane (20 mL) was purged with argon for 5 min, and the ssuspension was heated to reflux for 2.5 hours under argon. Dioxane was removed in vacuo, and the crude mixture was adsorbed onto silica gel and purified using an Isco flash chromatography system (0% to 10% Methanol with 1% NH4OH in DCM) to afford a crude tan solid (357 mg, quant.).[0193] 1H NMR (DMSO-d6) delta 1.10 (bs, 6H), 3.54 (bs, 2H), 4.74 (bs, IH), 7.36 (d, J= 8.5 Hz, 2H), 7.82 (d, J= 8.5 Hz, 2H), 9.26 (s, 2H), 10.99 (s, IH). MS (ES+): m/z = 346 (M+H)+. LC retention time: 2.18 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3073-77-6, its application will become more common.

Reference:
Patent; TARGEGEN, INC.; WO2006/101977; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 941685-26-3 ,Some common heterocyclic compound, 941685-26-3, molecular formula is C12H18ClN3OSi, 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.

4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine (2.50 g, 8.80 mmol), compound (39c) (4.60 g) and potassium carbonate (3.10 g, 22.08 mmol) were placed in a 100 mL flask, dioxane (50 mL) and water (6 mL) were added, the reaction was stirred until homogeneous, Pd(dppf)Cl2 (370 mg) was then added, nitrogen replacement was performed for 2-3 times, and the flask was placed in an oil bath at 100C. The reaction was allowed to proceed overnight. After LC-MS indicated the substrate disappeared, insolubles were filtered off through Celite, the solvent was rotary evaporated off, and the residue was dissolved in EA, washed with water to obtain the organic phase, which was dried over anhydrous sodium sulfate, and purified by preparative flash chromatography (PE:EA=3:2), to afford compound (39d) (1.67 g, yellow solid), yield: 56%. MS m/z: 243 [M+1]+.

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. 941685-26-3, 4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sichuan Kelun-Biotech Biopharmaceutical Co., Ltd.; XIE, Yinong; YOU, Zejin; DENG, Zhiwen; ZHU, Jun; WANG, Ao; FENG, Yan; LONG, Dong; ZENG, Hong; SONG, Hongmei; YE, Qijun; QI, Wei; SU, Donghai; WANG, Lichun; WANG, Jingyi; (106 pag.)EP3360878; (2018); A1;,
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Electric Literature of 4270-27-3 ,Some common heterocyclic compound, 4270-27-3, molecular formula is C4H3ClN2O2, 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.

This compound was prepared by the method of Ishikawa et al. as described in Heterocycles 1990, 31 (9), 1641. 4-Chloro-uracil (Lancaster) (23. [36] g, 0.16 mol) was dissolved in dimethyl sulfoxide (100 [ML)] and treated with potassium carbonate [(11.] 2 g, 0.08 mol) and [1-IODOBUTANE] (Aldrich) (52.8 mL, 0.48 mol). After stirring at [23 oC] for 18 h, the reaction was then mixed with water and extracted with ethyl acetate (3X). The combined ethyl acetate layers were then washed with diluted aqueous sodium chloride solution and brine, dried (sodium sulfate) and concentrated to dryness to afford the crude product as an off-white solid (27.34 g, 85 %).

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. 4270-27-3, 6-Chloropyrimidine-2,4(1H,3H)-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2003/106459; (2003); 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. 153286-94-3, name is 5-Ethynylpyrimidine, molecular formula is C6H4N2, 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. COA of Formula: C6H4N2

To a mixture of (iS)-2-(l-((6-am.ino-5-iodopyrimidin-4-y].)amino)ethyl)-3- cyclopropyl-5-(I -methyl- lH-pyrazol-4-yl)qumazolin-4(3H)-one (40.0 mg, 0.08 mmol) and 5- ethynylpyrimidine (12.0 mg, 0.12 mmol ) in DMF (1 .5 mL) was added Pd(PPh3)2Cl2 (1 1.0 mg, 0.02 mmol), Cul (2.0 mg, 0.01 mmol) and triethylamine (0.05 mL, 0.4 mmol), then the mixture was purged with nitrogen and heated at 90 C under N2 atmosphere for 17 hours. The mixture was cooled to rt, then concentrated in vacuo, and the residue was purified by a flash silica gel column chromatography (DCM/MeOH (v/v) =20/1) to give the title compound as an off-white solid (9.0 mg, yield 23.5%). MS (ESI, pos. ion) m/z: 505.4 [M+H]+; FontWeight=”Bold” FontSize=”10″ H NMR (600 MHz, CDCb) delta (ppm): 9.23 (s, 1 H), 8.97 (s, 2 H), 8.22 (s, 1 H), 7.67 (s, 1 H), 7.66-7.65 (t, J= 7.7 Hz, 1 H), 7.63 (s, 1 H), 7.43-7.42 (dd, J = 8.1, 1.1 Hz, 1 H), 7.35-7.33 (dd, J = 7.5, 1.2 Hz, 1 H), 6.86-6.85 (d, J = 7.8 Hz, 1 H), 6.22-6.18 (dq, J = 13.4, 6.7 Hz, 1 H), 5.37 (s, 2 H), 4.00 (s, 3 H), 3.03-2.99 (m, 1 H), 1.65-1.64 (d, J = 6.6 Hz, 3 H), 1.44-1.42 (m, 2 H), 1.06- 1.01 (m, 1 H), 0.87-0.86 (m, 1 H).

With the rapid development of chemical substances, we look forward to future research findings about 153286-94-3.

Reference:
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; WANG, Liang; WANG, Tingjin; WU, Weibin; (123 pag.)WO2015/175579; (2015); A1;,
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Related Products of 53554-29-3, 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. 53554-29-3, name is Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate, molecular formula is C8H10N2O3S, 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.

General procedure: To a Radley reaction carousel tube, add 1 equivalent 1, 1.1 equivalents of the amine, a stir bar, and 5 mL 95% ethanol. Reflux while stirring for 24 hours. After cooling to room temperature the resulting precipitate was collected by vacuum filtration, washing with 10 mL deionized water and 5 mL chloroform.

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 53554-29-3, Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate.

Reference:
Article; Watkins, Sydney M.; Ghose, Debarati; Blain, Joy M.; Grote, Dakota L.; Luan, Chi-Hao; Clare, Michael; Meganathan; Horn, James R.; Hagen, Timothy J.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 20; (2019);,
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Pyrimidine – Wikipedia