Tag: M.W:200-300

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.938443-20-0, name is 2,4,7-Trichloropyrido[2,3-d]pyrimidine, molecular formula is C7H2Cl3N3, molecular weight is 234.4699, as common compound, the synthetic route is as follows.Recommanded Product: 2,4,7-Trichloropyrido[2,3-d]pyrimidine

e) 4-Amino-2, 7-dichloropyridopyrimidines (Inter. 6); To a cooled (0-50C) stirred solution (0.1 M) of the trichloro substrate (Inter. 5)(1 equiv.) in CH2Cl2 was added diisopropylethylamine (1 equiv.) in a dropwise fashion. The appropriate amine (1 equiv.) was then added to the reaction mixture portionwise over the period of 1 hour. The solution was maintained at room temperature with stirring for a further 1 hour before the mixture was washed with water (2 x 1 reaction volume). The aqueous extracts were combined and extracted with CH2Cl2 (2 x 1 reaction volume). The organic extracts were then combined, dried (sodium sulphate), filtered and concentrated in vacuo to give an oily residue which solidified upon prolonged drying. The solid was triturated with diethylether and then filtered and the cake washed with cold diethyl ether to leave the title compound in suitable clean form to be used without any further purification.; Inter. 6a: 2,7-Dichloro-4-morpholin-4-yl-pyrido[2,3-d]pyrimidine; R4= morpholino; (92% yield, 90% purity) m/z (LC-MS, ESP): 285 [M+H]+ R/T = 3.90 mins

At the same time, in my other blogs, there are other synthetic methods of this type of compound,938443-20-0, 2,4,7-Trichloropyrido[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; KUDOS PHARMACEUTICALS LIMITED; WO2007/60404; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 33097-11-9, 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.33097-11-9, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbaldehyde, molecular formula is C6H4Cl2N2OS, molecular weight is 223.0798, as common compound, the synthetic route is as follows.

To a solution of pyrimidine (1.55 g, 7.0 mmol) from step (a) in THF (20 mL) was added Et3N (1.5 equiv, 10.5 mmol, 1.5 mL). The solution was then cooled to 00C, followed by dropwise addition of ethyl-2-mercapto -acetate (1 equiv, 0.77 mL). The mixture was stirred for Ih at 00C. After this time, the reaction was concentrated, triturated with hexanes and filtered. The mother liquor was concentrated and subjected to silica gel chromatography (88:12 hexanes/ethyl acetate). Concentration of the desired fractions afforded 1.6g of the desired compound as a white solid (5.2 mmol, 75%). 1H NMR (CDCl3, 300 MHz) delta 10.43 (s, IH), 4.22 (q, 2H, J=7.2 Hz), 3.90 (s, 2H), 2.60 (s, 3H), 1.28 (t, 3H, J=7.2 Hz). CHN CaIcM fOr CiOHi1ClN2O3S2: C, 39.15; H, 3.61; N, 9.13. Found: C, 39.29; H, 3.50; N, 9.05.

Statistics shows that 33097-11-9 is playing an increasingly important role. we look forward to future research findings about 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbaldehyde.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; WO2007/84560; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 63558-65-6 ,Some common heterocyclic compound, 63558-65-6, molecular formula is C4H2ClIN2, 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 solution of lH-l,2,3-triazole (63.2 mg, 0.915 mmol) in THF (2.4mL), was added, portionwise, at 0C, NaH (39.9 mg, 0.998 mmol). After 30 minutes of stirring,4-chloro-5-iodopyrimidine (200 mg, 0.832 mmol) was added and the reaction mixture was allowed to come to room temperature, and stirred until judged complete by LCMS.To this was added aqueous saturated NH4C1, and the mixture was allowed to stir for 5 min at which time it was determined that the reaction was complete by LC-MS analysis.This reaction mixture was diluted with ethyl acetate and extracted twice. The combined organics were washed with brine and dried over Na2S04, filtered and concentrated in vacuo. The crude material was dissolved in a minimal amount of hexanes and loaded onto a silica gel column, the column was subsequently eluted as a gradient from 0-15%EtOAc/hexanes. The desired isomer was thus separated from the regioisomeric triazole adduct. The white solid attained (90mg, 39.6%) was determined to be the desired material by 1HNMR and LC/MS. MS (ES): m/z = 274.0 [M+H]+. ¾ NMR (400 MHz, CCI3D) delta ppm 9.34 (1 H, s), 9.15 (1 H, s), 8.03 (2 H, s).

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. 63558-65-6, 4-Chloro-5-iodopyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; VELAPARTHI, Upender; FRENNESSON, David B.; SAULNIER, Mark G.; AUSTIN, Joel F.; HUANG, Audris; BALOG, James Aaron; VYAS, Dolatrai M.; WO2012/9510; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 39786-40-8, 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.39786-40-8, name is 4-Chloro-2-methylbenzofuro[3,2-d]pyrimidine, molecular formula is C11H7ClN2O, molecular weight is 218.6391, as common compound, the synthetic route is as follows.

A solution of 4-chloro-2-methyl-benzofuro[3,2-djpyrimidine (70.0 mg, 0.32 mmol), DIEA (85 jiL, 0.50 mmol) and n-butylamine (100 jiL, 1.01 mmol) in 1,4-dioxane (2.0 mL) was heated at 140 C in a microwave reactor for 3 h to give a pale yellow suspension. The crude residue was purified by reversephase preparative HPLC. The purified residue was dissolved in acetonitrile containing a trace of methanol and the solution was passed through a SiliaPrep Carbonate (Si-C03) 6 mL-1 g cartridge. Thefiltrate was evaporated in vacuo to afford a colorless crystalline solid (79.6 mg, yield 97%). LC-MS analysis of the freebase residue showed the desired product with a purity >98% and the desired product?smass: m/z 256 (M+H); Calcd for C15H17N30 = 255.32. 1H NMR (400 MHz, CDC13): oe 1.01 (t, J= 7.34Hz, 3H, CH3-CH2-CH2-), 1.50 (sxt, J= 7.38 Hz, 2H, -CH2-CH2-CH2-), 1.71 (quin, J 7.34 Hz, 2H, -CH2-CH2-CH2-), 2.70 (s, 3H, 2-CH3-), 3.72 (q, J 6.77 Hz, 2H, -CH2-CH2-CH2-), 5.14 (brs/appt, 1H, -NH-), 7.41 (dt, J = 7.95 and 4.10 Hz, 1H, Ph-), 7.57 (d, J = 4.16 Hz, 2H, Ph-), 8.16 (d, J 7.82 Hz, 1H,Ph-).

The chemical industry reduces the impact on the environment during synthesis 39786-40-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SAINT LOUIS UNIVERSITY; WASHINGTON UNIVERSITY; MEYERS, Marvin, J.; SINGH, Megh; STALLINGS, Christina, L.; WEISS, Leslie, A.; WILDMAN, Scott; ARNETT, Stacy, D.; (134 pag.)WO2019/18359; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1445-39-2, 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. 1445-39-2, name is 2-Amino-5-iodopyrimidine, molecular formula is C4H4IN3, 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.

646 mg (corresponding to 3.0 mmol) of 2-bromo-4′-hydroxyacetophenone and 668 mg (corresponding to 3.0 mmol) of 2-amino-5-iodopyrimidine were dissolved in 20 mL of acetonitrile. The resulting solution was refluxed in an oil bath at 110C for 8 hours. After the completion of the reaction, the reaction solution was cooled down to room temperature, and precipitates were filtered and recovered. The precipitates were washed with acetonitrile and dried under reduced pressure. The resulting crude crystals were suspended in a mixed solution of 10 mL of water and 10 mL of methanol. Then, about 15 mL of a saturated sodium hydrogencarbonate solution was added thereto, and the mixture was sonicated for 3 minutes using an ultrasonic washing machine. Precipitates were filtered and recovered from the resulting mixture, sufficiently washed with water, and dried under reduced pressure, to obtain 737 mg (corresponding to 2.19 mmol) of 2-(4′-hydroxyphenyl)-6-iodoimidazo[1,2-a]pyrimidine (Fig. 1-8, Step 2).

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 1445-39-2, 2-Amino-5-iodopyrimidine.

Reference:
Patent; NIHON MEDI-PHYSICS CO., LTD.; EP2019103; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 776-53-4, Ethyl 4-amino-2-(methylthio)pyrimidin-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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

To a suspension of LiA1H4 (10.53 g, 277.0 mmol, 2.2 equiv) in THF (500 mL) was added drop wise ethyl 4-amino-2-(methylthio)pyrimidine-5-carboxylate (26.8 g, 126.0 mmol, 1.0 equiv)10 in THF (500 mL) at 0C. The resulting mixture was stirred at 0C for 5 h. The reaction was quenched with 15% NaOH solution. The mixture was stirred for 1 h. The white precipitate was removed by filtration, washing with EtOAc. The filtrate was concentrated under vacuum to give 22 g (crude) of (4-amino-2-(methylthio)pyrimidin-5-yl)methanol as a white solid.

The synthetic route of 776-53-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PRINCIPIA BIOPHARMA, INC.; VERNER, Erik; BRAMELD, Kenneth Albert; WO2015/120049; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 90213-67-5 , The common heterocyclic compound, 90213-67-5, name is 2,4-Dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C7H5Cl2N3, 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: A solution of 1 (400 mg, 1.98 mmol) in anhydrous toluene (10 mL)was flushed with Ar and Pd(PPh3)2Cl2 (14.0 mg, 0.02 mmol), AsPh3(24.5 mg, 0.08 mmol) and the corresponding (arylethynyl)tributylstannane(2.38 mmol) were added. The mixture was stirred under Ar at 80 C for 2 h. After cooling, the mixture was poured into aq K2CO3 solution (0.5 M, 25 mL) containing CsF (50 mg), stirred for 30 min and then extracted with CHCl3. The extract was dried over Na2SO4, filtered and the CHCl3 removed on a rotary evaporator. The residue was purified by column chromatography (CHCl3) to afford 2a-h.

The synthetic route of 90213-67-5 has been constantly updated, and we look forward to future research findings.

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

Adding a certain compound to certain chemical reactions, such as: 108381-23-3, Ethyl 2-chloro-4,6-dimethylpyrimidine-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, Safety of Ethyl 2-chloro-4,6-dimethylpyrimidine-5-carboxylate, blongs to pyrimidines compound. Safety of Ethyl 2-chloro-4,6-dimethylpyrimidine-5-carboxylate

General procedure: To a solution of appropriate 10 (0.5 g, 2.56 mmol) in dry CH3CN (30 ml), dry K2CO3 (1.06 g, 7.69 mmol) and propargyl alcohol (0.2 ml, 3.84 mmol) were added in that sequence and reaction mixture was refluxed overnight. After completion of reaction (TLC), CH3CN was removed under vacuum. Water was then added to the residue and the product extracted with DCM (2 x 20 ml). Solvent was removed to obtain crude 11, which was purified by column chromatography over silica 60-120 using 20:80 (ethyl acetate/hexane) as eluent to isolate analytically pure 11a-f.

The synthetic route of 108381-23-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chopra, Rakesh; De Kock, Carmen; Smith, Peter; Chibale, Kelly; Singh, Kamaljit; European Journal of Medicinal Chemistry; vol. 100; 1; (2015); p. 1 – 9;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 353272-15-8, 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. 353272-15-8, name is 6-Chloro-5-iodopyrimidin-4-amine. A new synthetic method of this compound is introduced below.

Compound (S)-3-(1-Aminoethyl)-8-chloro-2-cyclopropylisoquinolin-1(2H)-one (1.012 g, 3.852 mmol),6-chloro-5-iodopyrimidine-4-amine (1.04 g, 4.07 mmol)And triethylamine (993 mg, 7.606 mmol) in n-BuOH (10 mL)The mixture was heated to 125 C and stirring was continued for 48 hours.Then cool to room temperature,Concentrated under reduced pressure,The residue obtained was subjected to silica gel column chromatography (DCM/MeOH (v/v) = 100/1)The crude product obtained was purified by silica gel column chromatography (EtOAc/PE (v/v) = 1/2)The title compound was obtained as a pale yellow solid (430 mg. 23.1%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,353272-15-8, 6-Chloro-5-iodopyrimidin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Wang Liang; Wang Tingjin; Wu Weibin; (84 pag.)CN105130966; (2019); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 2972-52-3, 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. 2972-52-3, name is 2,4-Dichloro-5-pyrimidinecarbonyl chloride. A new synthetic method of this compound is introduced below.

Methyl 2-(butYlaminoV4-(((tra^^ (0734) (0735) To a solution of 2,4-dichloropyrimidine-5-carbonyl chloride (500 mg, 2.38 mmol) in dichloromethane (30 mL) was added methanol (87.6 mg, 2.73 mmol) and diisopropylethylamine (369 mg, 2.86 mmol) at 0 °C. The resulting mixture was stirred for 1 h at 0 °C. Then the solvent was removed. The residue (461mg, 94percent) was dissolved in IP A (20 mL) and followed by the addition of tra5′-4-aminocyclohexanol (301.6 mg, 2.62 mmol) then DIEA (461.4 mg, 3.57 mmol) dropwisely. The resulting mixture was stirred at 0 °C for 90 min. After which butylamine (208.8 mg, 2.86 mmol) was added, followed by DIEA (461.4 mg, 3.57 mmol). The resulting mixture was stirred at room temperature for 3 h. Water was then added. The resulting mixture was extracted with EtOAc (3X). The combined organic layers were dried filtered and concentrated. The residue was purified on ISCO to provide methyl 2-(butylamino)-4-(((traj,-4-hydroxycyclohexyl)amino)pyrimidine-5 – carboxylate (682.6 mg, 89percent over 3 steps). 1H NMR (400 MHz, CDC13) delta 9.21 (s, 1H), 8.77 (s, 1H), 6.29 (s, 1H), 4.81-4.64 (m, 1H), 4.51 (s, 3H), 4.46-4.38 (m, 1H), 4.13-4.11 (m, 2H), 2.89-2.81 (m, 2H), 2.74 (d, J = 9.7 Hz, 2H), 2.35-2.25 (m, 2H), 2.23-2.00 (m, 6H), 1.67 (t, J = 7.2 Hz, 3H); 13C NMR (101 MHz, CDC13) delta 167.9, 162.5, 161.3, 160.3, 95.5, 69.7, 51.2, 48.3, 41.1, 33.8, 31.7, 30.3, 20.1, 13.8; MS m/z 323.20 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2972-52-3, 2,4-Dichloro-5-pyrimidinecarbonyl chloride, and friends who are interested can also refer to it.

Reference:
Patent; THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL; WANG, Xiaodong; ZHANG, Weihe; FRYE, Stephen; WO2015/157127; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia