Day: June 21, 2021

Related Products of 271-70-5, 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 271-70-5 as follows.

To a stirred solution of 7H-pyrrolo[2,3-d]pyrimidine (11.5 g, 73.92 mmol) in DMF (350 mL) was added a solution of bromine (11.8 g, 73.84 mmol) in DMF (50 mL) at 0C. The cooling bath was removed and the reaction stirred at 20C for 8h, then the reactionmixture was poured into ice-water and basified with Na2CO3. The mixture was extracted with ethyl acetate. The combined organic layers were washed with 10% aq. Na25203 solution, brine, dried over Mg504, the solids were removed by filtration, and the filtrate was concentrated under reduced pressure to afford 16, 5-bromo-7H-pyrrolo- [2,3-d]pyrimidine as yellow solid, used in the next step without further purification. 1H NMR(400 MHz, DMSO-d6) 6 ppm 7.84 (s, 1 H), 8.84 (s, 1 H), 8.92 (s, 1 H), 12.57 (br, 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,271-70-5, its application will become more common.

Reference:
Patent; JANSSEN SCIENCES IRELAND UC; JONCKERS, Tim Hugo Maria; MC GOWAN, David Craig; GUILLEMONT, Jerome Emile Georges; COOYMANS, Ludwig Paul; EMBRECHTS, Werner Constant Johan; BUYCK, Christophe Francis Robert Nestor; BALEMANS, Wendy Mia Albert; RABOISSON, Pierre Jean-Marie Bernard; (34 pag.)WO2017/89518; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 26305-13-5, 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. 26305-13-5, name is 2,4-Dihydroxy-5,6-dimethylpyrimidine, molecular formula is C6H8N2O2, 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.

General procedure: 1,3-Dibenzoyl-6-methyluracil (3). To a suspension of 6-methyluracil (5.0 g, 0.040 mol) in anhydrous MeCN (100 mL) and anhydrous pyridine (20 mL) benzoyl chloride (12.5 mL, 0.108 mol) was added in one portion and stirred at room temperature for 24 h. The reaction mixture was concentrated in vacuo at a bath temperature not exceeding 60 C, cooled and the residue partitioned between CHCl3(200 mL) and ice water (100 mL). The organic phase was separated, dried over sodium sulfate, filtered and evaporated in vacuo at a bath temperature not exceeding 60 C. The residue was crystallized from Et2O (25 mL) to give 10.0 g (76%) of compound 3 as a yellow crystalline solid with mp 80-82 .

According to the analysis of related databases, 26305-13-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ozerov, Alexander; Novikov, Mikhail; Khandazhinskaya, Anastasiya; Solyev, Pavel; Heterocycles; vol. 94; 5; (2017); p. 912 – 922;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 171178-47-5, 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.171178-47-5, name is 6-Chloropyrido[3,4-d]pyrimidin-4(3H)-one, molecular formula is C7H4ClN3O, molecular weight is 181.58, as common compound, the synthetic route is as follows.

Step (F) : 4- (6-CHLORO-4-OXO-4H-PYRIDO [3,4-d] pyrimidin-3-ylmethyl)-benzoic acid tert-butyl ester A suspension of 6-chloro-3H-pyrido [3,4-d] PYRIMIDIN-4-ONE in DMF (230mL) was treated with cesium carbonate and stirred at room temperature for 1 hour. The mixture was treated with 4-aminomethylbenzoic acid tert-butyl ester (62.2g, 195mmol, 0. 85 mole equivalents) and reaction mixture solidified almost immediately; an additional 100mL of DMF was added. The reaction mixture was stirred at room temperature for 2 hours, heated overnight at 60C, and cooled to room temperature. The mixture was filtered to remove the cesium carbonate, and the filtercake was washed with DMF. Upon standing, a white solid began to form in the filtrate. This solid was collected by filtration, washed with DMF, and then ethyl acetate. The filtrate was evaporated to dryness, and the resulting SOLID/OIL mixture was treated with ethyl acetate and IN HCI, giving two layers. The layers were separated, and the organic portion was evaporated to dryness. The residue was triturated with hot HEXANES/ETHYL acetate 3: 1 and cooled to room temperature. The resulting solid was collected by filtration and washed with hexanes/ethyl acetate 3: 1. The initial white solid from the cesium carbonate wash was combined with this solid, and the combined material was triturated with hot HEXANES/ETHYL acetate 3: 1, cooled to room temperature, and further cooled in a refrigerator for 45 minutes. The solids were collected by filtration, washed with hexanes/ethyl acetate 4: 1, and dried to give 46.32g of 4- (6-chloro-4-oxo-4H-pyrido [3,4- D] PYRIMIDIN-3-YLMETHYL)-BENZOIC acid tert-butyl ester as a light yellow solid (89.5% yield). 1H NMR (400 MHz, DMSO-D6) 8 ppm 1.5 (s, 9H), 3.9 (s, 3H), 5.3 (s, 2H), 7.5 (d, J=8. 5HZ, 2H), 7.8 (d, J=8. 5HZ, 2H), 8.5 (s, 1H), 8.8 (s, 1H), 9.1 (s, 1H) MS (APCI) M+1 = 372.1

The chemical industry reduces the impact on the environment during synthesis 171178-47-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2005/16926; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 50593-92-5 , The common heterocyclic compound, 50593-92-5, name is 5-Bromo-2-(methylthio)pyrimidine-4-carboxylic acid, molecular formula is C6H5BrN2O2S, 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 29 (1052) Methyl 5-bromo-2-(methylthio)pyrimidine-4-carboxylate (1053) A solution of 5-bromo-2-(methylthio)pyrimidine-4-carboxylic acid (7.64 g, 30.7 mmol) in MeOH (60 ml_) was treated with sulfuric acid (2 ml_) and heated to reflux for 24 hours. The mixture was poured onto ice water and extracted with DCM. The organic layer was washed with saturated aqueous NaHC03, dried (MgS04) and concentrated in vacuo to afford the title compound (6.42 g, (1054) 80%). (1055) 1 H NMR (500 MHz, CDCb): delta ppm 8.72 (s, 1 H), 4.01 (s, 3H), 2.58 (s, 3H). LCMS (ESI) Rt = 2.35 minutes, MS m/z 263 [M+H]+

The synthetic route of 50593-92-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; WOODWARD, Hannah; INNOCENTI, Paolo; NAUD, Sebastien; BLAGG, Julian; HOELDER, Swen; WO2015/128676; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 955368-90-8 , The common heterocyclic compound, 955368-90-8, name is 2-Allyl-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one, molecular formula is C9H10N4OS, 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.

In a pre-dried thumb flask, 59-1 (0.8 g, 3.42 mmol), I1 (690.72 mg, 3.11 mmol), cuprous iodide (591.84 mg, 3.11 mmol), potassium carbonate (588.42 mg, 4.26 mmol) N,N’-dimethylethylenediamine (301.33 mg, 3.42 mmol, 367.92 muL,) and 1,4-dioxane (20 mL) were added in sequence, the reaction mixture was replaced by nitrogen for 3 times, then heated and stirred in an oil bath at 95C for 13 hours. For another batch, 59-1 (200.85 mg, 858.21 mumol), I1 (190.75 mg, 858.21 mumol), cuprous iodide (163.45 mg, 858.21 mumol), potassium carbonate (162.50 mg, 1.18 mmol), N,N’-dimethylethylenediamine (83.22 mg, 944.04 mumol, 101.61 muL) and 1,4-dioxane (5 mL) were added sequentially in a pre-dried thumb flask, the reaction mixture was replaced by nitrogen for 3 times, then heated and stirred in an oil bath at 95C for 13 hours. Half of the reaction mixture and previous batch of the reaction mixture were combined and directly evaporated. The residue was purified by a silica gel column (100-200 mesh silica gel, PE_EA=5/1-0/1) to give 0.7 g pale brown oily product. 0.5 g of the oily product was added into 20 mL water, then extracted by 60 mL DCM for 3 times, the organic phase was dried, then filtered and evaporated to dry. The residue was purified by a silica gel column (100-200 mesh silica gel, PE_EA=5/1-0/1) to give 59-2. 1H NMR (400 MHz, CDCl3): 8.97 (s, 1H), 8.09-8.06 (m, 1H), 7.70-7.43 (m, 2 H), 5.71-5.64 (m, 1H), 5.07-5.05 (d, J=10.4 Hz, 1H), 4.93-4.88 (m, 1H), 4.81-4.79 (d, J=6.4 Hz, 2H), 2.61 (s, 3H), 1.81-1.75 (m, 6H)

The synthetic route of 955368-90-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shijiazhuang Sagacity New Drug Development Co., Ltd.; QIAN, Wenyuan; YANG, Chundao; LI, Zhengwei; LI, Jie; LI, Jian; CHEN, Shuhui; (137 pag.)EP3572413; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 10397-13-4, 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. 10397-13-4, name is 4-(4,6-Dichloropyrimidin-2-yl)morpholine. A new synthetic method of this compound is introduced below.

To a solution of (3aR,6aR)-tetrahydrofuro[3,4-d]oxazol-2(3H)-one (500 mg, 3.87 mmol), 4-(4,6-dichloropyrimidin-2-yl)morpholine (1088 mg, 4.65 mmol) and Cs2CO3 (2.14 g, 6.58 mmol) in dioxane (20 mL) was added after degassing with argon 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (157 mg, 0.271 mmol) and Pd2(dba)3 (70.9 mg, 0.077 mmol) and the reaction mixture was heated for 6 h at 85 C. The reaction mixture was added to 10% aqueous NaHCO3 solution and extracted with EtOAc. Combined extracts were washed with brine, dried over MgSO4, filtered and concentrated. The crude product was triturated in MeOH overnight, filtered off and dried to afford the title compound as a colorless solid (1.12 g, 87%): tR=0.92 min (LC-MS 3); ESI-MS: 327, 329 [M+H]+ (LC-MS 3).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10397-13-4, 4-(4,6-Dichloropyrimidin-2-yl)morpholine, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; CARAVATTI, Giorgio; FAIRHURST, Robin Alec; FURET, Pascal; STAUFFER, Frederic; SEILER, Frank Hans; MCCARTHY, Clive; RUEEGER, Heinrich; US2013/225574; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 799842-07-2, name is N-[5-Bromomethyl-4-(4-fluorophenyl)-6-isopropylpyrimidine-2-yl]-N-methylmethane sulfonamide. A new synthetic method of this compound is introduced below., Recommanded Product: 799842-07-2

General procedure: Aq 1 M NaOH (9 mL, 1.5 equiv) was added to a stirred MeOH (20mL) solution of the appropriate aromatic thiol (7.2 mmol, 1.2equiv). The solution was stirred at r.t. for 15 min and then the heterocyclicalkyl bromide 2 or 3 (6 mmol, 1 equiv) was added. When rosuvastatin moiety bromides 2 were used, THF (10 mL) was also added to the mixture to improve solubility. After 18 h, the solvent was evaporated, the residue was dissolved in CH2Cl2 (50 mL), and washed with H2O (100 mL). The aqueous phase was additionally extracted with CH2Cl2 (2 × 25 mL). The combined organic phases were dried (MgSO4) and the solvent was evaporated. The residuewas recrystallized and the isolated product was dried in vacuumovernight at 60 C below 50 mbar to give the pure sulfide heterocyclic precursor 4 or 5 in 75-97% yield.

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, 799842-07-2, N-[5-Bromomethyl-4-(4-fluorophenyl)-6-isopropylpyrimidine-2-yl]-N-methylmethane sulfonamide.

Reference:
Article; Fabris, Jan; ?asar, Zdenko; Smilovi?, Ivana Gazi?; ?rnugelj, Martin; Synthesis; vol. 46; 17; (2014); p. 2333 – 2346;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1211443-61-6, 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. 1211443-61-6, name is 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide, molecular formula is C14H17ClN4O, 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.

General procedure: tert-butyl (3-((4aminophenyl)sulfonamido)propyl)carbamate (4a, 560mg, 1.70mmol),2-chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide (6,497mg, 1.70mmol),Pd(OAc)2 (30mg, 0.1equiv), BINAP (63mg, 0.06equiv), Cs2CO3(1.11g, 3.40mmol) were dissolved in 1,4-dioxane and degassed with argon for 5 min.The resulted mixture was heated to 105 C for 7 h. After monitored by TLC toobserve completion of reaction, the reaction mixture was filtered through Celite aftercooling to 25 C, then the solvents were removed in vacuo. The crude product waspurified by silica gel column chromatography to afford intermediates 7a in 42% yieldaswhite solid.

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 1211443-61-6, 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide.

Reference:
Article; Wang, Xin; Yu, Chenhua; Wang, Cheng; Ma, Yakun; Wang, Tianqi; Li, Yao; Huang, Zhi; Zhou, Manqian; Sun, Peiqing; Zheng, Jianyu; Yang, Shengyong; Fan, Yan; Xiang, Rong; European Journal of Medicinal Chemistry; vol. 181; (2019);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1445-39-2, 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 1445-39-2 as follows.

A mixture of 4-chloro-3-nitrophenylboronic acid (600 mg, 3.0 mmoles), 2-amino-5-iodopyrimidine (680 mg, 3.0 mmoles), sodium carbonate (900 mg, 8.5 mmoles) and tetrakis(triphenylphosphine)palladium(0) (80 mg, 0.07 mmoles) in 3:1 dimethylformamide-water (10 ml_) was sealed in a pressure tube and heated at 1500C for 10 minutes in a microwave reactor. The mixture was diluted with water and extracted with ethyl acetate (x2). Combined extracts were washed with brine, dried and evaporated. Flash chromatography (0-5% methanol-dichloromethane) gave the title compound (525 mg, 70%). 1 H NMR(400 MHz, DMSO-alphafe) delta ppm 7.04 (s, 2 H) 7.81 (d, J=8.59 Hz, 1 H) 8.00 (dd, J=8.59, 2.27 Hz, 1 H) 8.36 (d, J=2.27 Hz, 1 H) 8.70 (s, 2 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1445-39-2, its application will become more common.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/127458; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 36315-01-2, 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 36315-01-2, name is 2-Amino-4,6-dimethoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: For the synthesis of 2, the solution of sulfurisocyanatidic chloride (7.2mmol) in 20mL toluene was added to the solution of 1 (6.0mmol) in 20mL toluene dropwise at room temperature. The reactant was heated to 140C and then the reaction proceeded for 18h under reflux. Subsequently, the mixture was cooled down to room temperature and remaining sulfurisocyanatidic chloride was removed under reduced pressure, together with the solvent. Without further purification, the resulting yellow oil 2 was dissolved in 10mL anhydrous acetonitrile and after that it was added slowly to 5mmol of 3, which was also dissolved in 10mL anhydrous acetonitrile beforehead in ice bath. After stirring for 24hat room temperature, acetonitrile was removed under reduced pressure and saturated sodium bicarbonate was added to product 4. Product 5 precipitated easily and it was further purified by recrystallization from petroleum ether/acetone in 1:1 ratio in high yields. 15% hydrochloric acid was added to aqueous solution of 5 under stirring and corresponding acidified product 4 precipitated out easily in high yields.

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 36315-01-2, 2-Amino-4,6-dimethoxypyrimidine.

Reference:
Article; Wu, Ren-Jun; Ren, Tongtong; Gao, Jie-Yu; Wang, Li; Yu, Qilin; Yao, Zheng; Song, Guo-Qing; Ruan, Wei-Bin; Niu, Cong-Wei; Song, Fu-Hang; Zhang, Li-Xin; Li, Mingchun; Wang, Jian-Guo; European Journal of Medicinal Chemistry; vol. 162; (2019); p. 348 – 363;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia