Day: August 26, 2021

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. 83410-15-5, name is 4-Chloro-5-iodo-6-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C5H4ClIN2

Reference Example 54-Chloro-6-methyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidine4-Chloro-5-iodo-6-methylpyrimidine and [4-(trifluoromethyl)phenyl]ethynylzinc bromide were reacted in a solvent mixture of tetrahydrofuran and N,N-dimethylformamide (1:1) in the presence of tetrakis(triphenylphosphine)palladium while stirring under room temperature to heating to obtain a target substance. The target substance was subjected to e.g., proton nuclear magnetic resonance spectrometry (1H-NMR) and mass spectrometry (MS) and confirmed as the titled compound. Furthermore, MS measurement result is shown.Mass spectrum: 297,299.

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, 83410-15-5, 4-Chloro-5-iodo-6-methylpyrimidine.

Reference:
Patent; Nishio, Tetsuya; US2011/319618; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
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. 89581-38-4, name is Methyl 5-bromopyrimidine-2-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. name: Methyl 5-bromopyrimidine-2-carboxylate

An solution of NaBH4 (510 mg, 2.70 mmol) in H2O (10 mL) was introduced drop-wise to a solution of methyl 5-bromopyrimidine-2-carboxylate (3.05 g, 14.1 mmol) in THF (100 mL) at 0 C. The mixture was allowed to warm slowly to RT overnight. The majority of the THF was evaporated, and the resulting residue was diluted with EtOAc (200 mL). The organic fraction was washed with brine (200 mL), dried (MgSO4) and purified over silica, eluting with 0-60% EtOAc:n-heptane) to afford i (510 mg, 19%). MS: 189.0 & 191.0; 1:1 [M+H]+.

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, 89581-38-4, Methyl 5-bromopyrimidine-2-carboxylate.

Reference:
Patent; Biota Europe Ltd.; Lunniss, Christopher James; Palmer, James T.; Pitt, Gary Robert William; Davies, David; Axford, Lorraine Claire; US2013/252938; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 761440-16-8, Adding some certain compound to certain chemical reactions, such as: 761440-16-8, name is 2,5-Dichloro-N-(2-(isopropylsulfonyl)phenyl)pyrimidin-4-amine,molecular formula is C13H13Cl2N3O2S, 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 761440-16-8.

Tert-butyl 4- (4-amino-5-isopropoxy-2-methylphenyl) piperidine-(0.300 g, 0.861 mmol),(0.298 g, 0.861 mmol), Pd [P (tBu) 3] 2 (0.044 g, 0.086 mmol) was added to a solution of 2,5-dichloro-N- (2- (isopropylsulfonyl) phenyl) pyrimidin-Mmol) and NaOtBu (0.083 g, 0.861 mmol) were mixed in toluene (5 mL), heated at 150 C for 20 minutes under microwave irradiation, and then cooled to room temperature to complete the reaction. The reaction mixture was poured into water and extracted with ethyl acetateAll. The organic layer was washed with a saturated aqueous sodium chloride solution, and water was removed with anhydrous magnesium sulfate, followed by filtration and concentration under reduced pressure. The concentrate was purified by column chromatography (SiO2, 12 g cartridge; ethyl acetate / hexane = 0% to 30%) And concentrated to give tert-butyl 4- (4- (5-chloro-4- (2- (isopropylsulfonyl) phenylamino) pyrimidin- -methylphenyl) piperidine-1-carboxylate (0.252 g, 44.5%) as a lemon solid solid.

According to the analysis of related databases, 761440-16-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; YOO, CHUNG-YEOL; JIN, SEOK-MIN; KIM, JU-YOUNG; (34 pag.)KR2016/147358; (2016); A;,
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.5466-43-3, name is 2,4-Dichloro-6,7-dihydro-5H-cyclopenta[d]pyrimidine, molecular formula is C7H6Cl2N2, molecular weight is 189.04, as common compound, the synthetic route is as follows.category: pyrimidines

Intermediate 14; 2-Chloro-iV-( 1 -methyl- lH-imidazol-4-yl)-6,7-dihvdro-5H-cvclopentardlpyrimidin-4-amineA mixture of 2,4-dichloro-6,7-dihydro-5H-cyclopenta[d]pyrimidine (321 mg, 1.70 mmol),DIPEA (0.89mL, 5.1 mmol) and 1 -methyl- lH-imidazol-4-amine (prepared from Intermediate 1 as described in the synthesis of Intermediate 10, 200 mg, 2.04 mmol) in EtOH (15 mL) was heated overnight at 700C. LCMS analysis indicated that the reaction was complete. The title product (350 mg) was obtained after filtration and was used in a subsequent step without any further purification.1H NMR (300 MHz, DMSO-J6) delta ppm 9.72 (s, 1 H), 7.46 (d, J=I .32 Hz, 1 H), 7.30 (d, J=I .51 Hz, 1 H), 3.67 (s, 3 H), 2.76 (m, 4 H), 2.02 (dq, J=7.72, 7.54 Hz, 2 H). LCMS: 250.1 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5466-43-3, 2,4-Dichloro-6,7-dihydro-5H-cyclopenta[d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; CHUAQUI, Claudio, Edmundo; HUANG, Shan; IOANNIDIS, Stephanos; SHI, Jie; SU, Mei; SU, Qibin; WO2010/38060; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 35265-83-9, 2,4-Dichloro-7-methylthieno[3,2-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, COA of Formula: C7H4Cl2N2S, blongs to pyrimidines compound. COA of Formula: C7H4Cl2N2S

Reference Example 24 2-Chloro-4-(1,3-dihydroxypropan-2-yl)amino-7-methylthieno[ 3,2-d]pyrimidine In 8 ml of DMF was dissolved 1.0 g (4.6 mmol) of 2,4-dichloro-7-methylthieno[3,2-d]pyrimidine, and then 977 mg (10.7 mmol) of 2-amino-1,3-propanediol was added dropwise to the resulting solution under ice cooling over 5 minutes. The reaction mixture was stirred at 0 C. for one hour and then allowed to resume room temperature, followed by stirring for one hour. After completion of the reaction, ice water was added to the reaction mixture, followed by extraction with ethyl acetate (50 ml*3). After the organic layer was washed successively with 1N hydrochloric acid, water and brine and dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (eluent: ethyl acetate-hexane=1/2) to give 903 mg (yield: 72.3%) of the title compound. NMR (delta, DMSO-d6): 2.28 (3H, s), 3.52-3.61 (4H, m), 4.26-4.34 (1H, m), 4.73 (2H, t, J=6 Hz), 7.80 (1H, s), 7.90 (1H, d, J=8 Hz)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,35265-83-9, 2,4-Dichloro-7-methylthieno[3,2-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; NAKASHIMA, YOSHIHARU; FUJITA, TAKASHI; HIZUKA, MICHIYO; IKAWA, HIROSHI; HIRUMA, TORU; US2001/6969; (2001); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 874676-81-0, 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. 874676-81-0, name is 5-Chloro-2-iodopyrimidine. A new synthetic method of this compound is introduced below.

A solution of 4-((l r,4r)-4-(4-(methylsulfonyl)phenoxy)cyclohexyloxy)piperidine hydrochloride (30 mg, 0.077 mmol), 5-chloro-2-iodopyrimidine (28 mg, 0.12 mmol), and Et3N (20 mg, 0.20 mmol) in IPA (1 mL) was stirred for 3 h at 85 C. The reaction was cooled to room temperature to form a precipitate. The solid was filtered, washed with H20, 1 N HC1, IPA, and dried to give the title compound (30 mg). LCMS m/z = 466.2 [M+H]+; lU NMR (400 MHz,CDC13) delta 1.45-1.65 (m, 6H), 1.84-1.92 (m, 2H), 1.97-2.04 (m, 2H), 2.08-2.16 (m, 2H), 3.02 (s, 3H), 3.38-3.46 (m, 2H), 3.54-3.60 (m, IH), 3.63-3.70 (m, IH), 4.18-4.26 (m, 2H), 4.37-4.45 (m, IH), 6.99 (d, J = 8.8 Hz, 2H), 7.84 (d, J = 8.8 Hz, 2H), 8.20 (s, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,874676-81-0, 5-Chloro-2-iodopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; JONES, Robert M.; HAN, Sangdon; BUZARD, Daniel J.; LEHMANN, Juerg; NARAYANAN, Sanju; YUE, Dawei; WO2011/127051; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 50270-27-4, 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. 50270-27-4, name is 2,4,6-Trichloropyrimidine-5-carbaldehyde, molecular formula is C5HCl3N2O, 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.

To a solution of 2,4,6-trichloro-pyrimidine-5-carbaldehyde (3.7 g, 17.5 mmol) in EtOH (50 mL) cooled to -78° C. was added methyl hydrazine (0.93 mL, 17.5 mmol) and TEA (8 mL). The mixture was stirred for 30 minutes at -78 C then 2 hr at 0 C. The solution was concentrated in vacuo without heating. To the reduced volume solution was added EtOAc and the solution washed with a sat NaHCO3 solution and concentrated in vacuo without heating. Filtration over a small silica gel plug (2:1 EtOAc:Hex) and concentration afforded the desired product as a yellow solid. It should be noted that the reaction with aromatic hydrazine compounds can be conducted at 0° C.

According to the analysis of related databases, 50270-27-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wyeth; US2009/98086; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 31519-62-7 ,Some common heterocyclic compound, 31519-62-7, molecular formula is C5H4N2O2, 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.

114. f+)-2-f(3.,4-trans)-4-methyl-l-fpyrimi(iine-2-carbonyl)pyrroli(iin-3- yl)-7-ftetrahvdro-2H-pyran-4-yl)imidazo[5,l- 1 [l,2,41triazin-4f3H -one [1073] To a stirred solution of (+)-2-((3,4-trans)-4-methylpyrrolidin-3-yl)-7- (tetrahydro-2H-pyran-4-yl)imidazo[5,l: ][l,2,4]triazin-4(3H)-one (75 mg, 0.24 mmol) in DMF (5 mL) were added EDCI (70 mg, 0.37 mmol), HOBt (50 mg, 0.37 mmol), DIPEA (95 mg, 0.74 mmol) and pyrimidine-2-carboxylic acid (40 mg, 0.32 mmol) at 0 C under inert atmosphere. The resulting reaction mixture was allowed to warm to room temperature and stirred for 8 h. The reaction mass was diluted with water (100 mL) and extracted with DCM (3 x 50 mL). Combined organic layer was dried over sodium sulphate, filtered and concentrated in vacuo to obtain the crude product. The crude material was purified by silica gel column chromatography to afford (+)-2-((3,4-trans)-4-methyl-l-(pyrimidine-2-carbonyl)pyrrolidin-3-yl)-7- (tetrahydro-2H-pyran-4-yl)imidazo[5,l: ][l,2,4]triazin-4(3H)-one (40 mg, 40%) as an off-white solid. 1H-NMR (DMSO d6, 400 MHz): delta 11.95 (bs, 1H), 8.97 (d, 2H), 6.69- 6.58 (m, 2H), 3.98-3.84 (m, 4H), 3.65-3.57 (m, 4H), 3.22-3.27 (m, 2H), 2.68-2.61 (m, 1H), 1.90-1.84 (m, 4H), 1.08 (d, 3H); Mass (ESI): 410 [M++l] LC-MS: 98.92%; 410.3 (M++l); (column; X-bridge C-18, (50×3.0 mm, 3.5mu); RT 1.85 min. 0.05% TFA in water: ACN; 0.8 ml/min); UPLC (purity): 98.76%; (column; Eclipse XDB C- 18, (150×4.6 mm, 5.0mu); RT 8.23 min. 5mM NH4OAc (Aq): ACN; 1.0 ml/min; Chiral HPLC: 99%, R, = 37.69 min (Chiralpak IA, 250 x 4.6mm, 5mu; mobile phase (A) n- Hexane (B) DCM:MeOH (80:20) (A: B : 80:20); flow Rate: 1.00 mL/min); Optical rotation [a]D2: +12.17 (c = 0.25, DCM). TLC: 10% MeOH/DCM (Rf: 0.5).

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. 31519-62-7, 2-Pyrimidinecarboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew, J.; BURSAVICH, Matthew, Gregory; WO2013/142269; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1197953-49-3 ,Some common heterocyclic compound, 1197953-49-3, molecular formula is C12H12Cl2N3OP, 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.

AP26113 intermediate (2g, 6.3mmol) was added sequentially in a standard microwave reaction tube at room temperature.SIAIS 1197129 (2.4 g, 7.8 mmol), Pd(OAc) 2 (176 mg, 0.78 mmol), Xantphos (810 mg, 1.4 mmol),cesium carbonate (6.4 g, 19.6 mmol), 30 mL DMF, followed by argon exchange, microwave reaction at 110 C for 1.5 h. TLC detection reactionAfter the bundle, the mixture was filtered through silica gel, water-purified, ethyl acetate, washed with water, dried over anhydrous sodium sulfate,Methanol and water gave a reddish brown solid (900 mg) directly to the next step.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1197953-49-3, its application will become more common.

Reference:
Patent; ShanghaiTech University; Yang Xiaobao; Jiang Biao; Song Xiaoling; Lin Haifan; Sun Ning; Chen Jinju; Qiu Xing; Ren Chaowei; Kong Ying; (232 pag.)CN109912655; (2019); A;,
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 62458-96-2, name is 7-Benzyl-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4(3H)-one. This compound has unique chemical properties. The synthetic route is as follows. name: 7-Benzyl-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4(3H)-one

31-A. 4-Oxo-4,5,6,8-tetrahydro-3H-pyrido[3,4-Patent; NOVARTIS AG; ARTMAN III, Gerald David; ELLIOTT, Jason Matthew; JI, Nan; LIU, Donglei; MA, Fupeng; MAINOLFI, Nello; MEREDITH, Erik; MIRANDA, Karl; POWERS, James J.; RAO, Chang; WO2010/66684; (2010); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia