Day: May 8, 2021

Electric Literature of 59989-18-3, 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. 59989-18-3, name is 5-Ethynylpyrimidine-2,4(1H,3H)-dione, molecular formula is C6H4N2O2, 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.

Under argon, cuprous iodide (0.02 mmol, 3.8 mg) and tetraphenylphosphine were used Palladium (0.02 mmol, 23 mg) and 1-octane, 5-ethynyluracil. 4 mmol, 99.6 mg) were added successively to a solution of 4,4-dodecylalkynyl-2,6- (0.2 mmol, 225.8 mg). Triethylamine (5 mL) was injected into the above mixture with a syringe and incubated in an oil bath at 60 C In response to four hours. Thin layer chromatography, until the reaction is complete, the reaction is also added 20mL water quenching reaction. The product was extracted with ether (3 x 40 mL) and the organic phase was washed three times with water (3 x 40 mL). Anhydrous magnesium sulfate drying, vacuum distillation solvent. The crude product was separated and purified by column chromatography, and the eluent was dichloromethane: ethyl acetate = 10: 1, volume ratio. The product was recrystallized from n-pentane as a purple-red solid, 199 mg in 60% yield.

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 59989-18-3, 5-Ethynylpyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; Tianjin University; Chen Zhijian; Liu Ping; (17 pag.)CN107056829; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 108381-28-8, Adding some certain compound to certain chemical reactions, such as: 108381-28-8, name is 4-(Benzyloxy)-2-chloropyrimidine,molecular formula is C11H9ClN2O, 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 108381-28-8.

Step 1-Synthesis of (S)-4-(benzyloxy)-N-(4-(4-(3-methylmorpholino)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidin-2-yl)phenyl)pyrimidin-2-amine (cb): (S)-4-(4-(3-methylmorpholino)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidin-2-yl)aniline (ca) (68.6 mg1.00 equiv, 210.17 mumoles) was weighed into a microwave vial with a stirbar. 4-(benzyloxy)-2-chloropyrimidine (57.4 mg, 1.24 equiv, 260.13 mumoles), sodium t-butoxide (31.4 mg, 326.73 mmoles), bis(dibenzylideneacetone)palladium (8.6 mg14.96 mumoles) and 2-dicyclohexylphosphino-2′-(N,N-dimethylamino)biphenyl (7.3 mg18.55 mumoles) were added, then the reaction vial was evacuated and purged with N2 3 times. Toluene (2 mL) was added, and the reaction was heated in a CEM microwave at 120 C. for 40 minutes with PowerMax off. The reaction was then filtered through Celite, washing with CH2Cl2. The crude material was concentrated under reduced pressure onto silica gel, and was then purified using flash chromatography on a 4 g column using a gradient of 0% to 100% EtOAc in heptane. The product containing fractions were concentrated to give (S)-4-(benzyloxy)-N-(4-(4-(3-methylmorpholino)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidin-2-yl)phenyl)pyrimidin-2-amine (cb) (77 mg0.72 equiv150.80 mumoles71.75% yield) as an oil. 1H NMR (400 MHz, CDCl3) delta 8.40-8.33 (m, 2H), 8.18 (d, J=5.7, 1H), 7.66 (d, J=8.8, 2H), 7.49-7.30 (m, 5H), 6.28 (d, J=5.7, 1H), 5.44 (s, 2H), 4.48-4.29 (m, 2H), 4.09-3.45 (m, 6H), 2.72-2.49 (m, 2H), 2.03-1.91 (m, 2H), 1.72-1.50 (m, 2H), 1.34 (d, J=6.7, 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. 108381-28-8, 4-(Benzyloxy)-2-chloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Genentech, Inc.; US2010/331305; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 3438-48-0 ,Some common heterocyclic compound, 3438-48-0, molecular formula is C10H8N2, 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.

The intermediate b (10 g, 0.06 mol)Was added to 500 mL of formamide,Stirred at room temperature for 30-60 minutes,After the intermediate b was completely dissolved,Transferred to the cold wells, the temperature control in 10 below,Dropping 20mL of concentrated sulfuric acid,While dropping hydrogen peroxide (50 mL)And aqueous ferrous sulfate heptahydrate solution (100 mL)Drop complete, 10-15 reaction 30min,After the reaction was completed, 2000 mL of water was added,Saturated sodium carbonate aqueous solution adjusted to pH 9,Dichloromethane was extracted three times (200 mL * 3)The combined dichloromethane was washed once with saturated brine,Dry methylene chloride as a white solid 5.7 g, yield 48%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3438-48-0, its application will become more common.

Reference:
Patent; Shenyang Pharmaceutical University; Gong, Ping; Zhao, Yanfang; Liu, Yaijing; Di, Xin; Tang, Qidong; (42 pag.)CN104072480; (2016); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 90905-33-2 ,Some common heterocyclic compound, 90905-33-2, molecular formula is C6H6N2O, 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 4-6 (5.5 g, 16.2 mmol), 5-formyl-2-methylpyrimidine (4-6a, 1.8g, 14.7 mmol; for preparation, see J. Heterocyclic Chem., 28, 1281 (1991)) in 40 mL DMF wasadded K2C03 (4.07 g, 32 mmol). The mixture was stirred at ambient temperature for 15 hr, and concentrated to a paste. The residue was diluted with water, extracted with ethyl acetate, and dried over magnesium sulfate. Following concentration, the residue was chromatographed on silica gel (70 chloroform / 25 ethyl acetate / 5 methanol) to give 4-7 as a white solid. Rf= 0.20 (silica, 70 chloroform / 20 ethyl acetate / 10 methanol).?H NIVIR (400 MFIz, CDC13) oe 8. 80(s, 2H), 7.44 (d, 1H, J16Hz), 7.05 (d, 1H, J=7Hz), 6.81 (d,1H, J16Hz), 6.35 (d, 1H, J=7Hz), 4.72 (br s, 1H), 3.39 (m, 2H), 2.69 (s, 3H), 2.64 (m, 4H), 2.58(m, 2H), 1.91 (m, 2H), 1.74 (m, 4H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,90905-33-2, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; COX, Jason, M.; MA, Lijun; ZHOU, Xiaoyan; HAIMBACH, Robin, E.; COLEMAN, Paul, J.; ZHOU, Haihong; KELLEY, David, E.; STOCH, Selwyn Aubrey; DUONG, Le, T.; HOEK, Maarten; (68 pag.)WO2016/154369; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 57489-77-7, 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.57489-77-7, name is 5,7-Dichloropyrazolo[1,5-a]pyrimidine, molecular formula is C6H3Cl2N3, molecular weight is 188.01, as common compound, the synthetic route is as follows.

Step C – Synthesis of 5-chloropyrazolo[ 1 ,5-a]pyrimidin-7-amine (Int-9c)To 5,7-dichloropyrazolo[ 1 ,5-a]pyrimidine (Int-9b, 7.6 g, 40.4 mmol) in a sealed vessel was added NH4OH (100 mL). The vessel was then sealed and heated at 85 0C for 2.5 hours, at which time the consistency of the white solid had changed (from foamy white solid to free-flowing white solid). The vessel was removed from the heat source and allowed to cool to room temperature overnight. On cooling, the contents of the vessel were collected and dried by vacuum filtration giving 5-chloropyrazolo[l,5- a]pyrimidin-7-amine (Int-9c) as a yellow-tinged white solid (6.8 g, 40.3 mmol, 100%).

The chemical industry reduces the impact on the environment during synthesis 57489-77-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SCHERING CORPORATION; CHENG, Cliff, C.; ZENG, Hongbo; SHIPPS, Jr., Gerald, W.; DENG, Yongqi; MENG, Zhaoyang; ZHAO, Lianyun; NAN, Yang; SUN, Binyuan; LIU, Duan; REDDY, Panduranga, A.; SIDDIQUI, M., Arshad; WO2011/2887; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. Recommanded Product: 5466-43-3

To a stirred solution of 2,4-dichioro-6,7-dihydro-5H- cyclopenta[dlpyrimidine (600 mg, 3.17 mmoi) in i-PrOH (50 mL) were added TEA (963 mg, 9.52 mmol) and 3-4arninomethyi)phenoi (469 mg, 3.8() mmol).The mixture was stirred at 110C under N2 atmosphere for 15 hrs, cooled to it,concentrated and purified on silica gel column (hexane/ethyl acetate) to affbrd3 -(((2chioro-6,7-dihydro5Hcyciopenta[dipvriniidin-4-yI)arnino)methyI)phenoi(370 mg, 38%) as a white solid LCMS (M-F-W) ith: Calcd: 276.1; Found:276.1.

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; CLEAVE BIOSCIENCES, INC.; ZHOU, Han-Jie; WUSTROW, David; (498 pag.)WO2016/200840; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1337532-51-0, 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. 1337532-51-0, name is 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine, molecular formula is C7H7BrN4, 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 stirred solution of 1-(4-bromophenyl)-3-(2,6-dimethylpyrimidin-4-yl)pyrrolidin-2-one (0.6 g, 1.734 mmol, 1.0 equiv), was added bis(pinacolato)diboron (0.441 g, 1.7 mmol, 1.0 equiv), and potassium acetate (0.510 g, 5.2 mmol, 3.0 equiv), and the mixture was degassed with Argon for 10 minutes, PdCI2(dppf)-CH2CI2 adduct (0.071 g, 0.09 mmol, 0.05 equiv) was added and again degassed with Argon for 10 minutes. The reaction mixture was stirred for 3 hours at 100 C in a sealed vessel. The reaction was cooled to room temperature. 5-bromo-7-methyl-7/-/-pyrrolo[2,3-c]pyrimidin-4-amine (0.394 g, 1.734 mmol, 1.0 equiv) and saturated aqueous NaHC03 (6 mL) were added, and Argon gas was bubbled through the mixture for 10 minutes. PdCl2(dppf)-CH2Cl2 adduct (0.071 g, 0.09 mmol, 0.05 equiv) was added, the vessel was sealed, and the reaction mixture was stirred overnight at 100 C. The crude mixture was filtered through celite and the filtrate was dried over Na2S04 and concentrated. Purification: Crude material was purified by flash column chromatography using silica gel column, compound was eluted at 8-10 % MeOH :DCM as mobile phase.yield: (0.055 g, 7.7 %) as off white solid. LCMS (ES) m/z = 414.2 [M+H]+. H NMR (400 MHz, CDCI3) delta 2.50 (s, 3 H), 2.57 – 2.61 (m, 1 H), 2.67 (s, 3 H), 2.71 – 2.78 (m, 1 H), 3.84 (s, 3 H), 3.91 – 4.00 (m, 2 H), 4.09 – 4.15 (m, 1 H), 5.23 (br s, 2 H), 6.94 (s, 1 H), 7.13 (s, 1 H), 7.49 (d, J=8.40 Hz, 2 H), 7.76 (d, J=8.0 Hz, 2 H), 8.33 (s, 1 H).

According to the analysis of related databases, 1337532-51-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AXTEN, Jeffrey M.; MEDINA, Jesus Raul; WO2015/136463; (2015); 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 1337532-51-0, name is 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. name: 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine

To a stirred reaction mixture of 3-(6-methylpyridin-2-yl)-1-(4-(4,4,5,5-tetramethyl-1 ,3,2- dioxaborolan-2-yl)phenyl)pyrrolidin-2-one was added 5-bromo-7-methyl-7/-/-pyrrolo[2,3- d]pyrimidin-4-amine (0.479 g, 2.1 mmol, 1.0 equiv) of and 8 ml of sat. NaHC03 solution under argon atmosphere, followed by addition of PdCl2(dppf)-CH2Cl2 adduct (0.086 g, 0.11 mmol, 0.05 equiv) under argon atmosphere, the reaction mixture was heated to 100 C and stirred for overnight. Reaction mixture was monitored by LCMS and after consumption of starting material, Reaction mixture was filtered through celite and washed with DCM. The filtrate was and dried over Na2S04 and concentrated to get crude product. Crude product was purified by flash chromatography on Silica gel and compound was eluted with 2% MeOH/DCM as impure fraction, it was re purified by prep HPLC(Column :Column : Inertsil ODS 3V (250 mm X 4.6 mm X 5 mic), Mobile phase (A) : 0.01 % Ammonia in water, Mobile phase(B) : ACN, Flow rate : 1.0 mL/min) to get 1-4-(4-amino-7- methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenyl)-3-(6-methylpyridin-2-yl)pyrrolidin-2-one as off-white solid, yield (0.07g, 10%). LCMS (ES) m/z = 399.2 [M+H]+. H NMR (400 MHz, DMSOd6) delta 2.44 (s, 3 H), 2.49 – 2.53 (m, 2 H), 3.73 (s, 3 H), 3.92 – 4.07 (m, 3 H), 6.03 (br s, 2 H), 7.13 – 7.20 (m, 2 H), 7.29 (s, 1 H), 7.46 (d, J=8.4 Hz, 2 H), 7.65 (t, J=7.6 Hz, 1 H), 7.79 (d, J=8.4 Hz, 2 H), 8.14 (s, 1 H).

With the rapid development of chemical substances, we look forward to future research findings about 1337532-51-0.

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

Application of 3289-50-7 ,Some common heterocyclic compound, 3289-50-7, molecular formula is C6H9N3O2, 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.

EXAMPLE 1 N-[(2,6-dimethoxypyrimidin-4-yl)aminocarbonyl]-2-methylbenzenesulfonamide To a stirred mixture of 2.40 g of 4-amino-2,6-dimethoxypyrimidine in 40 ml methylene chloride at ambient temperature and pressure was slowly added 3.0 g of 2-methylbenzenesulfonylisocyanate. The reaction was stirred 40 minutes, filtered, and the solid thereby obtained was washed with a small amount of acetonitrile; yield 4.0 g, m.p. 174-175, NMR (DMSO-d6) relative to tetramethylsilane: delta 2.77, S, area 30; delta 4.05, S, area 60; delta 6.85, S, area 89; delta 7.7-8.6, multiplets, area 45; delta 10.00, S, area 9.

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. 3289-50-7, 4-Amino-2,6-dimethoxypyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; E. I. Du Pont de Nemours and Company; US4221585; (1980); A;,
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. 13627-49-1, name is 2-Methylpyrimidine-4-carboxylic acid, molecular formula is C6H6N2O2, 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. SDS of cas: 13627-49-1

Example 76cis 2-Methyl-pyrimidine-4-carboxylic acid [2-(3,5-difluoro-phenyl)-1-oxo-2-aza-spiro[4.5]dec-7-yl]-amide Example 76 was also prepared from intermediate 33 via the process of Scheme 1, supra, as follows:In a round-bottom flask was charged with cis-7-amino-2-(3,5-difluoro-phenyl)-2-aza-spiro[4.5]decan-1-one. HCl (10.8 g, 34.1 mmol), 2-methylpyrimidine-4-carboxylic acid (4.71 g, 34.1 mmol), and BOP (15.1 g, 34.1 mmol). Methylene chloride (218 mL) was added, and the mixture was cooled at 0 C. Triethylamine (14.2 mL, 102 mmol) was added dropwise. The mixture was warmed up to rt and stirred at rt overnight. The mixture was diluted with methylene chloride (100 mL) and water (50 mL). The aqueous layer was extracted with CH2Cl2 (100 mL). The combined organic layer was washed with brine, dried over Na2SO4 and concentrated under reduced pressure. The residue obtained was crystallized from ethyl acetate to afford 8.8 g (77%) of the title compound cis 2-Methyl-pyrimidine-4-carboxylic acid [2-(3,5-difluoro-phenyl)-1-oxo-2-aza-spiro[4.5]dec-7-yl]-amide: 1H NMR (400 MHz, CDCl3): delta8.85 (d, J=5.0 Hz, 1H), 8.10 (d, J=8.1 Hz, 1H), 7.89 (d, J=5.4 Hz, 1H), 7.28-7.35 (m, 2H), 6.60 (tt, J=8.8, 2.5 Hz, 1H), 4.07-4.18 (m, 1H), 3.74-3.80 (m, 2H), 2.79 (s, 3H), 2.07-2.28 (m, 3H), 1.89-1.97 (m, 2H), 1.55-1.85 (m, 4H), 1.37-1.48 (m, 1H). ESI-MS m/z: 401 (M+H)+.

With the rapid development of chemical substances, we look forward to future research findings about 13627-49-1.

Reference:
Patent; H. LUNDBECK A/S; US2011/98299; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia