Tag: M.W:100-200

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.865156-68-9, name is 6-Bromoimidazo[1,2-a]pyrimidine, molecular formula is C6H4BrN3, molecular weight is 198.02, as common compound, the synthetic route is as follows.name: 6-Bromoimidazo[1,2-a]pyrimidine

EtOH (1.8 mL) was added into a mixture of 4-bromo-3-ethylpyridinehydrobromide (49 mg, 0.18 mmol), B2(OH)4 (49 mg, 0.55 mmol), XPhos-Pd-G2 (14 mg, 0.018 mmol), XPhos (17 mg, 0.037 mmol), and KOAc (54 mg, 0.55 mmol). The reaction was degassed via N2 and stirred at 80C overnight. After cooling to room temperature, solutions of N-(2-(3-bromophenyl)propan-2-yl)-2-(trifluoromethyl)benzenesulfonamide (Intermediate 1J) (100 mg, 0.24 mmol) in EtOH/THF (0.3 mL/0.3 mL) and K2C03 (1.8 M, 0.31 mL, 0.55 mmol) were added respectively into the reaction. The mixture was degassed via N2 again and stirred at 85C overnight. The reaction was cooled to room temperature, filtered through celite, washed with EtOAc (3X), and concentrated in vacuo to give a residue which was dissolved into EtOAc. This solution was washed with brine (IX), dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was purified by MS-HPLC to afford the title compound (16 mg, 20%). LCMS (method A): m/z 449.3 (M+H)+. NMR (CDC13) delta 8.54 (s, 1H), 8.46 (d, 1H), 7.83 (d, 1H), 7.79 (d, 1H), 7.59 (t, 1H), 7.47 (t, 1H), 7.31 (m, 2H), 7.21 (t, 1H), 7.11 (dt, 1H), 7.03 (d, 1H), 5.28 (s, 1H), 2.63 (q, 2H), 1.69 (s, 6H), 1.13 (t, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,865156-68-9, 6-Bromoimidazo[1,2-a]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; VENENUM BIODESIGN LLC; HUANG, Chia-Yu; SHI, Dongchuan; KULTGEN, Steven G.; MCGUINNESS, Brian F; LETOURNEAU, Jeffrey J.; COLE, Andrew G.; BEASLEY, James R.; (358 pag.)WO2018/5801; (2018); A2;,
Pyrimidine | C4H4N2 – PubChem,
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Application of 19646-07-2 , The common heterocyclic compound, 19646-07-2, name is 2,4-Dichloro-5-methoxypyrimidine, molecular formula is C5H4Cl2N2O, 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 2,4 dichloro-5-methoxypyrimidine (0.45g, 2.5mmol) and ammonia in methanol (2N, 20ml) was stirred at room temperature overnight. The mixture was then concentrated in vacuo and washed with water. The residue was purified by column chromatography (20- 60percent ethyl acetate/ petroleum ether) to furnish the title compound as a white solid (211 mg). MS: [M+H]+ = 160

The synthetic route of 19646-07-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; ASTEX THERAPEUTICS LIMITED; WO2009/150240; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
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Electric Literature of 5604-46-6 ,Some common heterocyclic compound, 5604-46-6, molecular formula is C5H3Cl2N3O, 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.

N-(3-(4-aminomethylphenyl)phenyl)urea (10.0 g, 41.4 mmol)In ethanol (100mL) solution,Triethylamine (21.2g, 0.21mol) was addedAnd 2-amino-4,6-dichloropyrimidine-5-carbaldehyde (8.0 g, 41.4 mmol).The reaction solution was heated to reflux with an oil bath and was reacted for about 6-7 hrs, and was monitored by TLC (dichloromethane:methanol = 10:1) until the reaction was completed.The solvent was evaporated under reduced pressure, water (200 mL) was evaporated, and then filtered and filtered, and the filter cake was recrystallized from ethanol and dried in vacuo to give 14.4 g of pale yellow solid as 2-amino-4-(4-(3-ureidobenzene) Base) benzylamino)-6-chloropyrimidine-5-carboxaldehyde in a yield of 88.4%.

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. 5604-46-6, 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chengdu University of Technology; Zhou Lihong; (40 pag.)CN105111151; (2018); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3073-77-6, 2-Amino-5-nitropyrimidine, 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

Example 44. 2-(5-Nitropyrimidin-2-ylaminoViV-(2-(pyrroIidin-l- yI)ethyI)thiazoIe-4-carboxamide (30); [0183] A mixture of 5-nitro-pyrimidin-2-ylamine (251 mg, 1.8 mmol), 2-bromo- thiazole-4-carboxylic acid (2-pyrrolidin-l-yl-ethyl)-amide (540 mg, 1.8 mmol), Cs2CO3 (2.3 g, 7.1 mmol), Xantphos (211 mg, 0.4 mmol), and Pd2(dba)3 (161 mg, 1.2 mmol) in dioxane (36 mL) was purged with argon for 5 min. The reaction slurry was heated to reflux for 18 h. under argon. Dioxane was removed in vacuo and the resulting crude mixture was adsorbed on silica gel and purified using an Isco flash chromatography system (0% to 30% Methanol with 1% NH4OH in DCM) to afford a white solid (270 mg, 42%). Rt 0.31 (0.5 % NH4OH, 10 % MeOH in CHCl3). MS (ES+): m/z = 364 (M+H)+. LC retention time: 1.74 min

The synthetic route of 3073-77-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TARGEGEN, INC.; WO2006/101977; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1780-36-5, 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. 1780-36-5, name is 2,4,6-Trichloro-5-methylpyrimidine. A new synthetic method of this compound is introduced below.

[00275] Step 1: Synthesis of (R)-2,6-dichloro-5-methyl-N-(tetrahydrofuran-3-yl) pyrimidin-4-amine. A mixture of 2,4,6-trichloro-5-methylpyrimidine (2 g, 10.2 mmol), (R)- tetrahydro- furan-3-amine hydrochloride (1.12 g, 9.2 mmol) and Et3N (2.1 g, 20.3 mmol) in EtOH (20 mL) was stirred at room temperature for 14h., concentrated under vacuum and the residue was purified by chromatographic column on silica gel (EtOAc/petroleum ether, gradient elution, from 1/10 to 2/1) to give the (R)-2,6-dichloro-5-methyl-N- (tetrahydrofuran -3-yl)pyrimidin-4-amine (1.25 g, 53% yield) as a white solid. ESI-LCMS (m/z): 248.1[M+1]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1780-36-5, its application will become more common.

Reference:
Patent; EPIZYME, INC.; CHESWORTH, Richard; MORADEI, Oscar, Miguel; SHAPIRO, Gideon; JIN, Lei; BABINE, Robert, E.; (495 pag.)WO2016/44641; (2016); A2;,
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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. 211244-81-4, name is 2-(Methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one. A new synthetic method of this compound is introduced below., Recommanded Product: 2-(Methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one

Example 30 2-Methanesulfinyl-8H-pyrido[2,3-d]pyrimidin-7-one To a room temperature solution of 2-methanesulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one (120 mg, 0.62 mmol) in 20 mL of chloroform was added (+-)-trans-2-(phenylsulfonyl)-3-phenyloxaziridine (200 mg, 0.77 mmol). The solution was stirred at room temperature overnight. The solid was collected by filtration and found to be 2-methylthio-8H-pyrido[2,3-d]pyrimidin-7-one. The filtrate was stirred at room temperature for 2 days then concentrated. Addition of ethyl acetate resulted in the formation of a solid that was collected by filtration to provide 64 mg (76% based on recovered starting material) of 2-methanesulfinyl-8H-pyrido[2,3-d]pyrimidin-7-one, mp 237-242 C. Analysis calculated for C8H7N3O2S-0.2H2O: C, 45.15; H, 3.50; N, 19.74. Found: C, 45.41; H, 3.23; N, 19.80.

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, 211244-81-4, 2-(Methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one.

Reference:
Patent; Warner-Lambert Company; US6498163; (2002); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 39906-04-2, 4,6-Dichloro-2-methylpyrimidin-5-amine, 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, 39906-04-2, blongs to pyrimidines compound. HPLC of Formula: C5H5Cl2N3

2-Methyl-4,6-dichloro-5-aminopyrimidine (Aldrich, 1.05 g) and ammonium hydroxide(3.0 mL, J.T. Baker, Phillipsburg, NJ, 28.0% – 30.0 %) were placed in a microwave vial. The vial was sealed and heated in a CEM microwave reactor (CEM Corporation, Matthews, NC) at120 0C and 40 Watts for 25 minutes. The reaction mixture was cooled to room temperature. This procedure was repeated a total of nine times using the following amounts of 2-methyl-4,6- dichloro-5-aminopyrimidine under the same reaction conditions:Run 2: 1.027 g. 2.5 mL ammonium hydroxide.Run 3: 1.034 g, 2.5 mL ammonium hydroxide.Run 4: 1.118 g, 2.6 mL ammonium hydroxide. Run 5 : 1.117 g, 2.5 mL ammonium hydroxide.Run 6: 1.149 g, 2.7 mL ammonium hydroxide.Run 7: 1.264 g, 2.6 mL ammonium hydroxide.Run 8: 1.106 g, 2.6 mL ammonium hydroxide.Run 9: 1.075 g, 2.7 mL ammonium hydroxide.All the runs were combined and concentrated to give 6-chloro-2-methylpyrimidine-4,5-diamin. MS (ESI pos. ion) m/z: 159. Calcd. MS: 158.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,39906-04-2, its application will become more common.

Reference:
Patent; AMGEN INC.; BODE, Christiane; BOEZIO, Alessandro; CHENG, Alan, C.; CHOQUETTE, Deborah; COATS, James, R.; COPELAND, Katrina, W.; HUANG, Hongbing; LA, Daniel; LEWIS, Richard; LIAO, Hongyu; POTASHMAN, Michele; STELLWAGEN, John; YI, Shuyan; NORMAN, Mark; STEC, Markian; PETERSON, Emily, A.; GRACEFFA, Russell; WO2010/132598; (2010); A1;,
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Related Products of 7355-55-7 ,Some common heterocyclic compound, 7355-55-7, molecular formula is C6H6N4O, 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 IB4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-amine A suspension of Example 1A (25 g, 0.16 mol) in POCI3 (250 ml) was heated under reflux for 3 hours. After cooling to room temperature, excess of POCI3 was removed under vacuum. Ice water (250 ml) was added and the resulting solid was filtered off. The pH of the filtrate was adjusted to pH = 2 with aqueous ammonia. After leaving the precipitate in an ice bath, the mixture was filtered off, and was washed with cold water (25 ml) and cold ether (25 ml) consecutively. The solid was dried under vacuum to give the title compound. MS (ESI) (+) m/z 169.7 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7355-55-7, its application will become more common.

Reference:
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD.; VAN CAMP, Jennifer; XU, Xiangdong; OSUMA, Augustine, Toby; GREGG, Robert; LONGENECKER, Kenton, L.; WO2012/45195; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 26452-81-3 , The common heterocyclic compound, 26452-81-3, name is 4-Chloro-6-methoxypyrimidine, molecular formula is C5H5ClN2O, 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 methyl 3-ethoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate (10520 mg, 30 mmol), 4-chloro-6-methoxypyrimidine (4645 mg, 31.5 mmol), dichloro(1,V-bis(diphenylphosphino) ferrocene) palladium (II) dichloromethane adduct) (2449 mg, 3 mmol) and potassium phosphate tribasic monohydrate (20719 mg, 90 mmol) in water (4 mL) and DMF (150 mL) is degassed for 20 min under a nitrogen stream, then stirred at RT for 1 h15. The RM is filtered through celite, the filtrate is concentrated under vacuum, the residue is partitioned between water and EtOAc. The organic layer is further washed with brine, dried over MgS04, filtered and concentrated. Purification by FC (heptane/EtOAc, from 1 :0 to 0:1) affords the title compound as a yellow solid (7.87 g, 89percent). LC-MS B: tR = 0.93 min; [M+H]+ = 295.18.

The synthetic route of 26452-81-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IDORSIA PHARMACEUTICALS LTD; BOSS, Christoph; CORMINBOEUF, Olivier; FRETZ, Heinz; LYOTHIER, Isabelle; POZZI, Davide; RICHARD-BILDSTEIN, Sylvia; SIENDT, Herve; SIFFERLEN, Thierry; (190 pag.)WO2018/210987; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 13036-50-5, Adding some certain compound to certain chemical reactions, such as: 13036-50-5, name is 2-Chloro-4-phenylpyrimidine,molecular formula is C10H7ClN2, 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 13036-50-5.

To the obtained 2-chloro-4-phenylpyrimidine was added concentrated hydrochloric acid (~ 10 N) and stirred well. The homogeneous mixture was refluxed for 1 hour. The reaction mixture was poured into 10% aqueous sodium carbonate solution. The white precipitate was filtered off and dried to give a white solid. TLC was observed at R f: 02 (chloroform: methanol (9.5: 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. 13036-50-5, 2-Chloro-4-phenylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The Industry & Academic Cooperation in Chungnam National University (IAC); Jung, Sang-Hun; Woo, Sun-Hee; Kim, Sang- Kyum; Jeon, Eun-Seok; Lee, Yu-Jung; Meunikam, Manoj; Jalani, Hiteshkumar; Sharma, Niti; (205 pag.)KR2016/108281; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia