Month: April 2021

Synthetic Route of 306960-77-0, 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. 306960-77-0, name is 2-(Trifluoromethyl)pyrimidine-5-carboxylic acid, molecular formula is C6H3F3N2O2, 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.

2-(Trifluoromethyl)pyrimidine-5-carboxylic acid (44.39 g, 231 .1 mmol),methoxymethanine hydrochloride (33.8 g, 346.6 mmol) and DIPEA (119.5 mL, 924.3 mmol) were combined in DCM (750 mL) then HATU (105.4 g, 277.3 mmol) was added and the mixture stirred at RT for 2 h. The reaction mixture was washed with water (3 x 300 mL), the organic phase collected, dried (over Mg504), filtered andconcentrated in vacuo to give a viscous yellow oil. The crude material was purified by dry flash chromatography (eluting with 0 – 40 % EtOAc in heptane) to give 54.2 g (95% yield) of the title compound as a free flowing pale yellow oil.1H NMR (500 MHz, Chloroform-d): 6 [ppm] 9.22 (5, 2H), 3.61 (5, 3H), 3.43 (5, 3H). LCMS (Analytical Method A) Rt = 1 .03 mm, MS (ESipos): m/z = 235.9 (M+H).

According to the analysis of related databases, 306960-77-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EVOTEC AG; DAVENPORT, Adam James; BRAEUER, Nico; FISCHER, Oliver Martin; ROTGERI, Andrea; ROTTMANN, Antje; NEAGOE, Ioana; NAGEL, Jens; GODINHO-COELHO, Anne-Marie; (703 pag.)WO2016/91776; (2016); 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 262353-35-5, name is 2-Iodo-4-methoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-Iodo-4-methoxypyrimidine

1-(4-Methoxypyrimidin-2-yl)ethanone 2-Iodo-4-methyoxypyrimidine (Intermediate 74; 1.62 g, 6.84 mmol) was dissolved in dry THF (20 ml), cooled down to -10 C., i-PrMgCl (2 M in ether, 3.42 ml, 6.84 mmol) was added and the reaction mixture was stirred at 0 C. for 1 hour. N-Methoxy-N-methyl acetamide (776 mg, 7.52 mmol) was added; the mixture was slowly warmed up to room temperature over night. Water (10 ml) was added and the reaction mixture was extracted with DCM. The organic layer was dried over MgSO4, concentrated and purified by column chromatography (Hex/EtOAc, gradient) to give the desired product as a yellowish solid (470 mg). MS (ES) (M+H)+: 153 for C7H8N2O2; NMR (CDCl3): 2.77 (s, 3H), 4.10 (s, 3H), 6.89 (d, 1H), 8.62 (d, 2H).

With the rapid development of chemical substances, we look forward to future research findings about 262353-35-5.

Reference:
Patent; ASTRAZENECA AB; US2008/312255; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 89284-85-5, Adding some certain compound to certain chemical reactions, such as: 89284-85-5, name is Methyl 2,5,6-trichloropyrimidine-4-carboxylate,molecular formula is C6H3Cl3N2O2, 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 89284-85-5.

Furfurylamine (0.155 g, 1.60 mmol) was added to a stirred solution of 6- methoxycarbonyl-2,4,5-trichloropyrimidine (prepared as described in example 4) (0.193 g, 0.80 mmol) and triethylamine (0.24 ml, 1.7 mmol) in dichloromethane (3 ml). The solution was stirred at ambient temperature for 18 hours, and then added to a mixture of ethyl acetate and brine. The organic phase was dried over magnesium sulphate, filtered and evaporated under reduced pressure to give an orange solid. This was purified by column chromatography on silica using ethyl acetate:hexane (1 :2) as eluent to provide 2,5-dichloro-4-(furan-2-ylmethylamino)-6-methoxycarbonylpyrimidine as a pale yellow solid (0.195 g, 81 %). Characterising data for this compound are as follows: m.p. 110- 112 0C; 1H nmr (400 MHz, CDCI3) deltaH 7.40 (1H, m), 6.35 (2H, m), 6.16 (1H, br s), 4.72 (2H, d), 3.98 (3H, s) ppm.

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. 89284-85-5, Methyl 2,5,6-trichloropyrimidine-4-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SYNGENTA LIMITED; WO2009/81112; (2009); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 335654-06-3, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 335654-06-3 as follows.

2-chloro-7H-pyrrolo[2,3-T]pyrimidine (330 mg; 2.15 mmol) and JV-iodosuccinimide (580 mg; 2.58 mmol) are taken up in 3.3 mL DMF and stirred for 1 h at 200C. The reaction mixture is extracted with sodium thiosulphate solution and ethyl acetate. The combined organic phases are dried, the solvent is eliminated in vacuo and A.21 (EtaPLC- MS: tRet. = 1.60 min; MS(M+Eta)+ = 280; method FEC3) is obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,335654-06-3, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ENGELHARDT, Harald; BOEHMELT, Guido; KOFINK, Christiane; KUHN, Daniel; MCCONNELL, Darryl; STADTMUELLER, Heinz; WO2010/7116; (2010); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.37972-24-0, name is 2-Ethynylpyrimidine, molecular formula is C6H4N2, molecular weight is 104.11, as common compound, the synthetic route is as follows.Application In Synthesis of 2-Ethynylpyrimidine

To a solution of 235(100mg, 0.272rnrnoi) and 4(56.6mg, 0543mmo1) in 2OrnL of Et3N was added Pd(PPh3)2C12 (9.53mg, 0.0 i4mmol) and Cui (5.17mg, 0.O27mmol). The mixture was protected with N2 atmosphere, then was heated at 70¡ãC for 4 hours. TLC analysis showedcomplete conversion of starting material to major product. The reaction mixture was then concentrated in vacuo. The crude product was purified by Prep-HPLC to give the target product Compound 133(24mg, yield: 25.7percent).LCMS: m/z 345 (M+HY;111 NMR (400 MHz, CDCI3): oe 8.76 (d, J= 4.0 Hz, 2H), 754 . 7.52. (m, 211), 7.35 7.32 (m,211), 7 25 (t J 4 6 Hz 1TI) 6 52 (d, / 0 4 lTz 111), 2 P (d, 1 0 4 Hz, 311)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,37972-24-0, 2-Ethynylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; HUA MEDICINE (SHANGHAI) LTD.; CHEN, Li; JIN, Xiaowei; (176 pag.)WO2017/117708; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 105806-13-1, 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 105806-13-1, name is 4,6-Dichloro-5-fluoro-2-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Part C: A mixture of 4,6-dichloro-5-fluoro-2-methylpyrimidine (1.55 g, 8.56 mmol), ammonium hydroxide (35%, 10.0 mL, 257 mmol), and MeOH (1.00 mL) was heated, in a sealed tube, at 70 C. for 2 h. The reaction mixture was cooled to RT, and a precipitate was formed. The reaction mixture was diluted with water (ca. 10 mL) and was stirred 30 min. The solids were collected by suction filtration, washed with water and air-dried to give 4-amino-6-chloro-5-fluoro-2-methylpyrimidine (845 mg, 61%) as a tan solid. LCMS (m/z): 162,164 (M+H)+

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 105806-13-1, 4,6-Dichloro-5-fluoro-2-methylpyrimidine.

Reference:
Patent; ICAGEN, INC.; US2007/197523; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 504-17-6, 4,6-Dihydroxy-2-mercaptopyrimidine, 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, Computed Properties of C4H4N2O2S, blongs to pyrimidines compound. Computed Properties of C4H4N2O2S

General procedure: To a mixture of ethyl acetoacetate (1 mmol, 0.13 g) and hydrazine hydrate (1 mmol, 0.05 g) in magnetized water was added an aldehyde (1 mmol) and thiobarbituric acid (1mmol, 0.144 g). The reaction mixture was stirred at 50 C,and the reaction progress was monitored by TLC using chloroform as the eluent. After completion of the reaction, the precipitate formed was filtered and purified by recrystallization from ethanol to afford the desired product

At the same time, in my other blogs, there are other synthetic methods of this type of compound,504-17-6, 4,6-Dihydroxy-2-mercaptopyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Bakherad, Mohammad; Doosti, Rahele; Keivanloo, Ali; Gholizadeh, Mostafa; Amin, Amir H.; Letters in Organic Chemistry; vol. 14; 7; (2017); p. 510 – 516;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1337532-51-0 ,Some common heterocyclic compound, 1337532-51-0, molecular formula is C7H7BrN4, 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.

A mixture of 5-bromo-7-methyl-7/-/-pyrrolo[2,3-c]pyrimidin-4-amine (0.31 g, 1.37 mmol), 1- [4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)phenyl]-3-[3-(trifluoromethyl)phenyl]-2- pyrrolidinone (0.59 g, 1.37 mmol), Pd2(dba)3 (63 mg, 0.07 mmol) and K3P04 (0.63 g, 2.74 mmol) in 10 mL of dioxane and 3.3 mL of water in a 20 mL microwave vial was bubbled with argon for 10 min, and then tri-(t-butyl)phosphonium tetrafluoroborate (40 mg, 0.14 mmol) was added. The mixture was capped and heated in a metal matrix block at 100 C. After 18 h, LCMS showed conversion complete. The mixture was filtered. The filtrate was concentrated in vacuo. The residue was taken up in water (30 mL) to give a suspension, which was filtered. The solid cake was washed with water and ether. The cake was dried under house vacuum, dissolved in 10% MeOH in DCM. The organic was dried over Na2S04, filtered, and concentrated in vacuo. The residue was dissolved in 10% MeOH in DCM and was absorbed onto a dryload silica gel cartridge. Purification was performed on a 115 g silica gel cartridge using gradient elution of 1 % A to 60% A in CHCI3 (A was a mixture of 3200/800/80 CHCI3/MeOH/NH4OH). The desired product eluted from 25-30% A. The combined fractions containing pure product were concentrated in vacuo. The residue was dissolved in 10% MeOH in CHCI3 and filtered. The filtrate was concentrated in vacuo and the residue was dissolved in 10% MeOH in DCM (12 mL), to which was added MTBE (15 mL). Solids slowly formed, resulting in a suspension. This mixture was concentrated in vacuo to reduce to half volume, followed by addition of another 15 mL of MTBE. The suspension was filtered. The cake was washed with MTBE (2 x 5 mL) and hexane (2 x 4 mL), dried under vacuum at 65 C for 20 h to afford 1-4-(4-amino-7-methyl- 7/-/-pyrrolo[2,3-c]pyrimidin-5-yl)phenyl)-3-(2,5-difluorophenyl)pyrrolidin-2-one (449 mg) as an off-white solid. LCMS (ES) m/z = 452 [M+H]+. H NMR (400 MHz, DMSOd6) delta ppm 2.22 – 2.35 (m, 1 H), 2.58 – 2.71 (m, 1 H), 3.75 (s, 3 H), 4.00 (dd, J=8.8, 5.3 Hz, 2 H), 4.17 (t, J=9.6 Hz, 1 H), 5.97 – 6.18 (br s, 1.2 H), 7.32 (s, 1 H), 7.49 (d, J=8.6 Hz, 2 H), 7.60 – 7.70 (m, 3 H), 7.73 (s, 1 H), 7.83 (d, J=8.8 Hz, 2 H), 8.16 (s, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1337532-51-0, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AXTEN, Jeffrey M.; MEDINA, Jesus Raul; WO2015/136463; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 36847-10-6, 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. 36847-10-6, name is 4,6-Dibromopyrimidine. A new synthetic method of this compound is introduced below.

To CH2Cl2 solution (20 mL) containing pmbNOH (25 mg; 0.10 mmol) was added excess Ag2O (ca. 1 mmol) with being stirred at room temperature. The mixture was stirred for further 20 min. Filtration followed by concentration under reduced pressure gave an oily product (pmbNO). The IR spectrum supports the absence of the hydroxyl group. IR (neat, ATR) 729, 860, 985, 1191, 1223, 1246, 1344, 1365, 1444, 1481, 1555, 2935, 2984 cm-1. The MS spectrum indicates the loss of two H atoms from the precursor. MS (ESI+-TOF in MeOH) m/z 275.16 [(M+Na)+]. At this stage, pmbNO could be characterized by means of ESR spectroscopy and SQUID magnetometry (see the main text). The resultant pmbNO was dissolved again in CH2Cl2 (20 mL) and covered with a hexane solution (5 mL) of anhydrous [Cu(hfac)2] (95 mg). After slow diffusion of the solutions, reddish brown plates of [Cu3(pmbNO)2(hfac)4]¡¤(C6H14) (10 mg; 12%) were grown and separated on a filter.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,36847-10-6, 4,6-Dibromopyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Homma, Yuta; Okazawa, Atsushi; Ishida, Takayuki; Tetrahedron Letters; vol. 54; 24; (2013); p. 3120 – 3123;,
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. 155-90-8, name is 2-Amino-4-methoxypyrimidine, molecular formula is C5H7N3O, 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. Product Details of 155-90-8

Method 14; Synthesis of 5-bromo-4-methoxypyrimidine-2-ylamine; [0255] To a solution of 4-methoxypyrimidine-2-ylamine (1.84 g, 14.7 mmol) in chloroform (600 mL) was added N-bromosuccinimide (2.62 g, 14.7 mmol). After stirring in the dark for 5 hours, the solution was added to CH2Cl2 (200 mL) and IN NaOH(10O mL). Upon mixing, the layers were separated and the organic layer was washed with NaCl(sat) (10O mL), dried over Na2SO4, filtered and concentrated yielding 2.88 g(96%) of 5-bromo-4-methoxypyrimidine-2-ylamine. LCMS (m/z): 204/206 (MH+). 1H NMR (CDCl3): delta 8.10 (s, IH), 4.93 (bs, 2H), 3.96 (s, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 155-90-8.

Reference:
Patent; NOVARTIS VACCINES AND DIAGNOSTICS, INC.; WO2008/98058; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia