Category: pyrimidines

Adding a certain compound to certain chemical reactions, such as: 2927-71-1, 2,4-Dichloro-5-fluoropyrimidine, 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, 2927-71-1, blongs to pyrimidines compound. category: pyrimidines

A solution of isopropylamine (2.66 mL, 29.95 mmol) and DIPEA (5.16 mL, 29.95 mmol) in THF (50 mL) was stirred at -10 C., while 2,4-dichloro-5-fluoropyrimidine (5 g, 29.95 mmol) was added portion wise. The resulting mixture was stirred at ambient temperature overnight. The mixture was diluted with 100 mL ethyl acetate and 50 mL diisopropylether. This solution was twice washed with water. The organic phase was dried over MgSO4, filtered and evaporated, yielding 67. The residue was used as such. LC-MS ES+ m/z=189; Rt: 1.65 min, method B.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2927-71-1, its application will become more common.

Reference:
Patent; Janssen Sciences Ireland UC; JONCKERS, Tim Hugo Maria; MC GOWAN, David Craig; RABOISSON, Pierre Jean-Marie Bernard; EMBRECHTS, Werner Constant Johan; GUILLEMONT, Jerome Emile Georges; (42 pag.)US2017/253600; (2017); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 13223-25-1, 2-Chloro-4,6-dimethoxypyrimidine, 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, Recommanded Product: 13223-25-1, blongs to pyrimidines compound. Recommanded Product: 13223-25-1

A mixture of 2-chloro-4,6-dimethoxypyrimidine (1.05 g, 6.0 mmol), (2S,6 )-2,6- dimethylmorpholine (0.78 mL, 6.3 mmol) and triethylamine (0.84 mL, 6.0 mmol) in NMP (12.0 mL) was sealed in a vial then heated at 140C under microwave irradiation for 2 h. The reaction mixture was cooled to rt, and /V-chlorosuccinimide (1.60 g, 12.0 mmol) was added and the mixture was stirred at 60C overnight. The mixture was poured into water forming a brown precipitate which was collected under vacuum filtration. The aqueous filtrate was extracted with EtOAc and combined with the solid obtained earlier. The mixture was loaded onto silica and purified by flash chromatograph (50 g KP-sil; 10-30% EtOAc in cyclohexane) afforded (2S,6 )-4-(5-chloro-4,6-dimethoxypyrimidin-2-yl)-2,6-dimethylmorpholine (916 g, 53%) as a white solid. 1H NMR (500 MHz, CDCh) d 4.47-4.43 (m, 2 H), 3.95 (s, 6 H), 3.62 (dqd, J = 10.6, 6.2, 2.5 Hz, 2 H), 2.55 (dd, J = 13.3, 10.6 Hz, 2 H), 1.25 (d, J = 6.2 Hz, 6 H); LCMS (Method T2) RT 1.62 min; m/z 288.32 [M+H]+.

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:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; THE INSTITUTE OF CANCER RESEARCH: ROYAL CANCER HOSPITAL; BELLENIE, Benjamin Richard; CHEUNG, Kwai Ming Jack; DAVIS, Owen Alexander; HOELDER, Swen; HUCKVALE, Rosemary; COLLIE, Gavin; MENICONI, Mirco; BRENNAN, Alfie; LLOYD, Matthew Garth; (222 pag.)WO2019/197842; (2019); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 330794-31-5, 1-Cyclopentyl-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine, 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, Safety of 1-Cyclopentyl-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine, blongs to pyrimidines compound. Safety of 1-Cyclopentyl-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine

Synthesis of tert-butyl 5-(4-amino-1-cyclopentyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-1H-indole-1-carboxylate (BA88); A solution of tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate (130 mg, 0.38 mmol) in EtOH (3.3 ml) was added to a solution of 3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (50 mg, 0.15 mmol) in DME (12 ml). Pd(PPh3)4 (30 mg, 0.03 mmol) and saturated Na2CO3 (1.9 ml) were added and the reaction was heated to 80 C. under an argon atmosphere overnight. After cooling, the reaction was extracted with saturated NaCl and CH2Cl2. Organic phases were combined, concentrated in vacuo and purified by RP-HPLC (MeCN:H2O) to yield BA88. ESI-MS (M+H)+ m/z calcd 419.2, found 419.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,330794-31-5, 1-Cyclopentyl-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; Regents of the University of California; US2007/293516; (2007); A1;,
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Pyrimidine – Wikipedia

Application of 5305-40-8 , The common heterocyclic compound, 5305-40-8, name is 4,6-Dichloropyrimidine-5-carbaldehyde, molecular formula is C5H2Cl2N2O, 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 the solution of 4,6-dichloropyrimidine-5-carbaldehyde(1.0 g, 0.006 mol) in methanol (20 mL) at -65 C, triethylamine (0.97 mL,1.2 equivalents (eq.)) wasadded. A solution of hydrazine monohydrate (0.274 mL 1.0 eq.) in methanol (10 mL) was slowlydripped into above stirred solution by using a constant-pressure dropping funnel. The mixture wasallowed to warm to room temperature and stirred for 2-3 h. The reaction mixture was concentratedin vacuo and crude product was diluted with water (20 mL), and extracted with EtOAc (60 mL x 3).The combined organic layer was washed with saturated solution of NaCl (60 mL x 3), dried overMgSO4 and concentrated to give compound 2. Yield: 68.9%. 1H-NMR (400 MHz, deuteriated dimethylsulfoxide (DMSO-d6)) delta 14.51 (s, 1H), 8.84 (s, 1H), 8.45 (s, 1H). ESI-MS m/z: 153.00 [M – H]-.

The synthetic route of 5305-40-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fu, Yu; Wang, Yuanyuan; Wan, Shanhe; Li, Zhonghuang; Wang, Guangfa; Zhang, Jiajie; Wu, Xiaoyun; Molecules; vol. 22; 4; (2017);,
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Pyrimidine – Wikipedia

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. 49844-90-8, name is 4-Chloro-2-(methylthio)pyrimidine, the common compound, a new synthetic route is introduced below. Formula: C5H5ClN2S

5-methoxy-1H-indazole (500 mg, 3.38 mmol) was dissolved in DMF (10 mL). NaH (148 mg, 3.72 mmol) was added at 0 C, and then 4-chloro-2-(methylthio)pyrimidine (542 mg, 3.38 mmol) was added. After stirring at this temperature for 2 hours, 30 mL of water was added. The reaction solution was filtered, extracted and dried to obtain 5-methoxy-1-(2-(methylthio)pyrimidin-4-yl)-1H-indazole (850 mg, 92%) as a white solid.

The synthetic route of 49844-90-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Hansoh Biomedical Co., Ltd.; Jiangsu Hansoh Pharmaceutical Group Co., Ltd.; WEI, Mingsong; SUN, Guangjun; TAN, Songliang; GAO, Peng; WANG, Shaobao; XIU, Wenhua; ZHANG, Fujun; BAO, Rudi; (183 pag.)EP3205650; (2017); A1;,
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Pyrimidine – Wikipedia

Related Products of 139756-21-1 ,Some common heterocyclic compound, 139756-21-1, molecular formula is C17H20N4O2, 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.

PREPARATION 27 5-(2-Ethoxy-5-nitrophenyl)-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one Concentrated nitric acid (0.5 ml) was added dropwise to a stirred solution of 5-(2-ethoxyphenyl)-1-methyl-3-n-propyl-1.6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one (2.0 g, 0.0064 mol) in concentrated sulphuric acid (10 ml) at 0 C., and the resulting orange solution was stirred at room temperature for 18 hours. The reaction solution was then added dropwise to stirred ice and water (200 g) and the solid precipitate collected by filtration. This solid was then dissolved in dichloromethane (50 ml) and the solution washed successively with brine (2*30 ml) and water (30 ml), dried (Na2SO4) and evaporated under vacuum to give a yellow solid. Crystallisation from acetonitrile gave the title compound as yellow needles (1.40 g, 61%), m.p. 214-216 C. Found: C,57.35; H,5.21; N,19.49. C17H19N5O4 requires C,57.13; H,5.36; N,19.60%.

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. 139756-21-1, 5-(2-Ethoxyphenyl)-1-methyl-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Cell Pathways, Inc.; US6200980; (2001); B1;,
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. 56844-38-3, name is 2,4-Dichloro-5-methylthieno[2,3-d]pyrimidine, molecular formula is C7H4Cl2N2S, 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: C7H4Cl2N2S

EXAMPLE 13 Following the procedure of Example 1, the reaction of 3-chloro-4-methoxybenzylamine with 2,4-dichloro-5-methyl-thieno-[2,3-d]-pyrimidine yields 2-chloro-5-methyl-4-(3-chloro-4-methoxybenzylamino)-thieno-[2,3-d]-pyrimidine

With the rapid development of chemical substances, we look forward to future research findings about 56844-38-3.

Reference:
Patent; Cell Pathways, Inc.; US6133271; (2000); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 304693-66-1, 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 304693-66-1, name is 2-(Trifluoromethyl)pyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

Preparation 17 1-[2-(Trifluoromethyl)pyrimidin-5-yl]ethanol Dissolve 2-(trifluoromethyl)pyrimidine-5-carbaldehyde (11.31 mmol, 1.992 g) in THF (56.56 mL), cool to 0 C., and slowly add methylmagnesium bromide (3 M in Et2O) (33.94 mmol, 11.31 mL). Allow the reaction to warm to room temperature and stir for 2.5 hours. Quench the reaction with 1 N HCl. Add EtOAc and wash with 1 N HCl. Dry the organics over sodium sulfate, filter, and concentrate under reduced pressure to give the title compound (1.663 g, 76.5%). Mass spectrum (m/z): 193.0 (M+H).

According to the analysis of related databases, 304693-66-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Eli Lilly and Company; Morphy, John Richard; (15 pag.)US2017/66781; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 29274-24-6, 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. 29274-24-6, name is 5-Chloropyrazolo[1,5-a]pyrimidine. A new synthetic method of this compound is introduced below.

A mixture of A-7 (300.0 mg, 1.95 mmol), 1-[4-(4,4,5,5-tetramethyl-1,3 ,2-dioxaborolan-2-yl)phenyllcyclopropanecarbonitrile (629.81 mg, 2.34 mmol), Pd(t-Bu3P)2(149.48 mg, 292.50 pmol) and K3P04 (827.85 mg, 3.90 mmol) in dioxane (10 mL) and H20(3.90 mL) was stirred at 80 C for 16 hours. The mixture was concentrated to give the crudeproduct, which was purified by silica gel (EtOAc in PE = 10% to 20% to 100%) to afford A-il(600.00 mg, 1.86 mmol) as a solid. ?H NMR (400MHz, DMSO-d6) 0119.19 (dd, 1H), 8.30 – 8.17(m, 3H), 7.66 (d, 1H), 7.49 (dd, 2H), 6.76 (d, 1H), 1.91 – 1.80 (m, 2H), 1.68 – 1.58 (m, 2H).LCMS R = 0.762 mm in 1.5 mins chromatography, MS ESI calcd. for C,6H,3N4 [M+H1 261.1, found 260.9.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,29274-24-6, 5-Chloropyrazolo[1,5-a]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; PRAXIS PRECISION MEDICINES, INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew Mark; MARRON, Brian Edward; (168 pag.)WO2018/98500; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 145783-15-9, 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.145783-15-9, name is 4,6-Dichloro-2-(propylthio)pyrimidin-5-amine, molecular formula is C7H9Cl2N3S, molecular weight is 238.14, as common compound, the synthetic route is as follows.

4,6-Dichloro-2-(propylthio)pyrimidin-5-amine (0.5 g, 2.1 mmol) was dissolved in methanol (2 mL) and supplemented with 2,2,2-trifluoroethanamine (625.0 mg, 6.3 mmol). The reaction mixture was introduced in a sealed vessel and heated at 100C for 24 h. After concentration of the reaction mixture to dryness under vacuum, the residue was purified by silica gel column chromatography. Yield: 76%.Melting point: 107-109C.*H NMR (DMSO -d6) d 0.95 (t, J=7.4 Hz, 3H, SCH2CH2C/ ,), 1.63 (h, J=7.3 Hz, 2H, SCH2CH2CH3),2.95 (t, J=7.2 Hz, 2H, SCH2CH2CH3), 4.29 (m, 2H, NHCH2CF3), 4.95 (s, 2H, NH2), 7.53 (s, 1H, NHCH2CF3).13C NM R (DMSO-c/g) d 13.2 (SCH2CH2CH3), 22.6 (SCH2CH2CH3), 32.1 (SCH2CH2CH3), 41.2 (q, J=33 Hz, NHCH2CF3), 120.5 (C-5), 122.7-126.0 (m, NHCH2CF3), 138.8 (C-6), 151.9 (C-4), 154.8 (C-2).

Statistics shows that 145783-15-9 is playing an increasingly important role. we look forward to future research findings about 4,6-Dichloro-2-(propylthio)pyrimidin-5-amine.

Reference:
Patent; UNIVERSITE DE LIEGE; LANCELLOTTI, Patrizio; OURY, Cecile; PIROTTE, Bernard; (140 pag.)WO2019/158655; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia