Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 64951-07-1, Ethyl imidazo[1,2-a]pyrimidine-3-carboxylate, 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, Recommanded Product: 64951-07-1, blongs to pyrimidines compound. Recommanded Product: 64951-07-1

To a stirred solution of ethyl imidazo[l ,2-alpha]pyrimidine-2-carboxylate or ethyl imidazo[1,2-a]pyrimidine-3-carboxylate (1 g, 5.2 mmol) in ethanol (40 mL) was added hydrazine monohydrate (0.28 mL, 5.7 mmol). The reaction was heated to 75 C for 16 h and was concentrated under reduced pressure. The resulting light yellow solid was suspended in diethyl ether and filtered to collect ethyl 2-amino-1H-imidazole-4- carboxylate (800 mg, 100%) as a white solid. [00243] 1E NMR (400 MHz, CD3OD) 5 7.27 (s, 1H), 4.24 (q, J= 7.0 Hz, 2H), 1.31(t, J= 7.0 Hz, 3H).[00244] 13C NMR (500 MHz, CD3OD) delta 165.5, 156.1, 131.8, 125.7, 63.8, 17.3.[00245] HPLC Phenomenex LUNA C- 18 4.6 x 50 mm, 0 to 100% B over 4 minutes, 1 minutes hold time, A = 90% water, 10% methanol, 0.1% TFA, B = 10% water, 90% methanol, 0.1% TFA, RT = 0.46 min, 100% homogeneity index.[00246] Anal. Calcd for C6H9N3O2: C, 46.44; H, 5.84; N5 27.08. Found: C, 46.17;H, 5.65; N, 27.28.[00247] HRMS: Anal. Calcd. for C6Hi0N3O2 156.0773 found: 156.0779 (M+H)+.

The synthetic route of 64951-07-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2006/71752; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 875251-47-1, 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. 875251-47-1, name is 2-(Pyrimidin-5-yl)ethanol, molecular formula is C6H8N2O, 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 mixture of 5-[4-(trifluoromethoxy)phenyl]-3H-oxazolo[4,5-b]pyridin-2-one (100 mg, 0.34 mmol), 2-pyrimidin-5-ylethanol (125.73 mg, 1.01 mmol) in THF (10 mL) was added PPh3 (177.1 mg, 0.68 mmol) and DIAD (136.54 mg, 0.68 mmol). The reaction mixture was stirred at 20 C under N2 for 16 hours. After cooling to r.t., the mixture was diluted with H20 (10 mL) and extracted with EtOAc (20 mL x 2). The combined organic phase was washed with brine (10 mL), dried over Na2SC>4, filtered and concentrated to give the crude product. The crude product was purified by flash chromatography on silica gel (EtOAc in PE = 0 to 30%) to give the product (23.15 mg, 0.06 mmol, 17% yield) as a solid. *H NMR (CDC13, 400MHz) deltaH = 9.08 (s, 1H), 8.68 (s, 2H), 7.95 – 7.90 (d, 2H), 7.48 (s, 2H), 7.34 (d, 2H), 4.30 (t, 2H), 3.26 (t, 2H). LCMS Rt = 1.24 min in 2.0 min chromatography, MS ESI calcd. for C19H14F3N4O3 [M+H]+ 403.1, found 402.8.

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 875251-47-1, 2-(Pyrimidin-5-yl)ethanol.

Reference:
Patent; PRAXIS PRECISION MEDICINES , INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (244 pag.)WO2018/148745; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 16879-39-3 ,Some common heterocyclic compound, 16879-39-3, molecular formula is C6H7BrN2, 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.

Copper (I) iodide (1.013 mg, 5.32 muetaiotaomicron) was added to a mixture of 2- chloropyridine 99% (6.50 mu, 0.069 mmol), N-(4-fluoro-5-(l,2,3,6-tetrahydropyridin- 4-yl)-2-((3S,5R)-3,4,54rimethylpiperazin-1-yl)phenyl)-6-oxo-4-(trifluoromethyl)-l,6- dihydropyridine-3-carboxamide (27 mg, 0.053 mmol) and N,N-diisopropylethylamine (0.028 ml, 0.160 mmol) in ethylene glycol (1.5 ml). The mixture was heated in a microwave reactor at 180 C for lh. The mixture was quenched and worked up in a similar manner to Example 148 to provide the title compound as a yellow powder (8.5 mg, 26 %). 11H NMR (500MHz, METHANOL-d4) delta = 7.99 (dd, J=1.2, 4.9 Hz, 1H), 7.85 – 7.82 (m, 1H), 7.73 – 7.67 (m, 1H), 7.51 – 7.45 (m, 1H), 6.87 – 6.83 (m, 1H), 6.82 – 6.79 (m, 1H), 6.76 – 6.71 (m, 1H), 6.60 – 6.52 (m, 1H), 6.08 – 6.01 (m, 1H), 4.04 – 3.99 (m, 2H), 3.75 – 3.70 (m, 2H), 2.95 – 2.90 (m, 2H), 2.55 – 2.43 (m, 6H), 2.29 – 2.27 (m, 3H), 1.06 (d, J=5.9 Hz, 6H); LCMS [M+H]+ 585.5. A procedure similar to that of Example 270 using N-(4-fluoro-5-(l, 2,3,6- tetrahydropyridin-4-yl)-2-((3S,5R)-3,4,5-trimethylpiperazin-l-yl)phenyl)-6-oxo-4- (trifluoromethyl)-l,6-dihydropyridine-3-carboxarnide (30 mg, 0.059 mmol) and 2-bromo- 4,6-dimethylpyrimidine (13.27 mg, 0.071 mmol) gave the title compound (28 mg, 73 % yield). NMR (500MHz, METHANOL-d4) delta = 7.99 – 7.92 (m, 1H), 7.83 – 7.75 (m, 1H), 6.98 – 6.94 (m, 1H), 6.93 – 6.90 (m, 1H), 6.46 – 6.39 (m, 1H),6.16 – 6.08 (m, 1H), 4.41 – 4.37 (m, 2H), 4.09 – 4.03 (m, 2H), 3.07 – 3.00 (m, 2H), 2.63 – 2.52 (m, 6H), 2.39 – 2.37 (m, 3H), 2.33 – 2.30 (m, 6H), 1.17(d, J=6.0 Hz, 6H); LCMS [M+H]+ 614.7.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,16879-39-3, its application will become more common.

Reference:
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ZEPEDA-VELAZQUEZ, Carlos Armando; PODA, Gennady; ISAAC, Methvin; UEHLING, David; WILSON, Brian; JOSEPH, Babu; LIU, Yong; SUBRAMANIAN, Pandiaraju; MAMAI, Ahmed; PRAKESCH, Michael; STILLE, Julia Kathleen; (1053 pag.)WO2017/147700; (2017); 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. 34415-10-6, name is 2-Methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-Methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid

Step 1: 6-chloro-2-methyl-pyrimidine-4-carboxylic acid chloride; 2.00 g (13.0 mmol) 6-hydroxy-2-methylpyrimidin-4-carboxylic acid were refluxed for 2 h with 11.9 mL (130 mmol) phosphorus oxychloride. After cooling to RT, 2.70 g (13.0 mmol) phosphorus-(V)-chloride were added and the mixture was boiled for 2 h. The reaction mixture was cooled to RT cooled, evaporated to dryness i.vac. And co-evaporated twice with toluene. The residue was triturated several times with DCM and the excess DCM was decanted off. The combined DCM phases were evaporated down and the residue was further reacted as the crude product.Yield: 2.48 g (quantitative)

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, 34415-10-6, 2-Methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid.

Reference:
Patent; Boehringer Ingelheim International GmbH; US2011/172218; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1801-06-5, 4-Chloro-5-fluoro-2-methoxypyrimidine, 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, 1801-06-5, blongs to pyrimidines compound. COA of Formula: C5H4ClFN2O

The 32.5g formula III compound are added 170g10wt % of the isopropyl alcohol solution of ammonia, heating to 40-60C, stirring reaction 3-5 hours, natural cooling to room temperature, filtered, collecting solid, washing with isopropyl alcohol, drying, the compound of formula II is obtained (kind of white solid) 27.2g, molar yield is 95.0%, HPLC purity of 99.0%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1801-06-5, its application will become more common.

Reference:
Patent; Shanghai Dixinuo Chemical Pharmaceutical Co., Ltd; Shanghai Desano Pharmaceutical Co., Ltd.; Li, Jinliang; Zhao, Nan; Hua, Sikai; (6 pag.)CN105272922; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 20924-05-4 ,Some common heterocyclic compound, 20924-05-4, molecular formula is C7H8N2O4, 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 13. N {2- [5- (4-CHLOROPHENYL)-1, 3, 4-thiadiazole-2-sulfonylamino]-ethyl}-N- [(thymin-1-yl)-acetyl]-glycine ethyl ester [00272] To the solution OF N-F2- [5- (4-CHLOROPHENYL)-1, 3, 4-THIADIAZOLE-2-SULFONYLAMINO]-ETHYL}- glycine ethyl ester (4.05 g, 10 mmol) in 30 ML of DMF, were added 1.68 g (11 mmol) of 1- hydroxybenzotriazole monohydrate, 2.27 g (11 mmol) of dicyclohexylcarbodiimide and 1.84 g (10 mmol) of (thymin-1-yl)-acetic acid. The reaction mixture was stirred for 3 hours at room temperature. The precipitated dicyclohexylurea was filtered off and the filtrate was concentrated in vacuo, followed by column chromatography on silica gel to give the title compound (4.85 g, 8.5 mmol, 85%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,20924-05-4, its application will become more common.

Reference:
Patent; PANAGENE INC.; WO2005/9998; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 42487-72-9, 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. 42487-72-9, name is 2-(Diethylamino)-6-methylpyrimidin-4-ol. A new synthetic method of this compound is introduced below.

A mixture of ethyl acetoacetate (0.60 g), 1,1-diethylhydrazine hydrochloride (0.54 g) and potassium carbonate (1.15 g)The material was dissolved in ethanol (5 mL), then refluxed for 20 hours, acetic acid was added to the reaction mixture and the solvent was removed,Water was added to the residue, acetic acid was added, the precipitate was filtered off, washed with water and ethyl acetate, dried,Compound (II) is prepared as shown in formula (II); Compound (II) (5.1 mmol) is dissolved in DMF (15 mL)Potassium carbonate (0.2 g, 5.6 mmol) was added and a mixture of 2-chloroacetic acid ethyl ester (5.6 mmol) was added dropwise.After stirring at room temperature overnight, the mixture was poured into water.The precipitate was filtered off and recrystallized from petroleum ether / acetone to synthesize a compound (III) represented by the formula (III)Compound (III) (10 mmol) and 85% hydrazine hydrate (35 mmol) were refluxed for 6 hours, cooled to room temperature, filtered, washed with ethyl acetate and dried to give(2- (diethylamino) -6-methylpyrimidin-4-yl) oxy) acetohydrazide was obtained as shown in formula (IV); to a 1 mL pressure grade vialCompound (IV) (1 mmol) and various substituted aldehydes (1 mmol) were added to EtOH in Corporation, Boston, USA)(4 mL) is a solvent and the mixture is 150 W, 90 C. in a CEM microwave synthesizer (CEM Corporation, Boston, USA).200 psi irradiation for 2 minutes, the compressed air is passed through the microwave cavity for 2 minutes, the mixture is cooled to room temperature, filtered, the crude solidRecrystallization from ethanol gives the target compound represented by formula (I).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,42487-72-9, its application will become more common.

Reference:
Patent; Zhejiang University of Technology; Liu Xinghai; Shen Zhonghua; Wang Qiao; Sun Zhaohui; Tan Chengxia; Weng Jianquan; (15 pag.)CN106831604; (2017); 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.55405-67-9, name is 3-Bromopyrazolo[1,5-a]pyrimidine, molecular formula is C6H4BrN3, molecular weight is 198.0201, as common compound, the synthetic route is as follows.COA of Formula: C6H4BrN3

A solution of 3-bromopyrazolo[1,5-ajpyrimidine (0.04 g, 0.202 mmol), (8)- tert-butyl (2,4-dimethyl- 1 -(4-(4,4,5,5-tetramethyl- 1,3 ,2-dioxaborolan-2-yl)-2- (trifluoromethyl)phenoxy)pentan-2-yl)carbamate (prepared as described in Example 255, Parts A and B) (0.122 g, 0.242 mmol), and potassium phosphate tribasic (0.106 g, 0.606 mmol) in THF (5 mL) and water (0.5 mL) was purged with nitrogen gas for30 mi XPhos generation precatalyst (9.37 mg, 0.030 mmol) was added to the reaction mixture and the solution was purged with nitrogen gas again for 10 mm. The reaction mixture was heated at 80C for 12 h. The reaction mixture was concentrated and the residue obtained was dissolved in ethyl acetate (30 mL) and water (30 mL). The biphasic mixture was filtered through diatomaceous earth andthe diatomaceous earth was washed with ethyl acetate (50 mL). The ethyl acetate layer was separated, dried over Na2SO4, filtered, and concentrated under reduced pressure to afford (S)-tert-butyl (2,4-dimethyl-1-(4-(pyrazolo[1,5-ajpyrimidin-3-yl)- 2-(trifluoromethyl)phenoxy)pentan-2-yl)carbamate (50 mg, 0.102 mmol, 50% yield) as a brown solid which was carried forward without further purification. LCMS(ESI) m/e 493.3 [(M+H), calcd for C25H32F3N403 493.21; LC/MS retention time (Method Al): tR = 1.83 mm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,55405-67-9, 3-Bromopyrazolo[1,5-a]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BRONSON, Joanne J.; CHEN, Ling; DITTA, Jonathan L.; DZIERBA, Carolyn Diane; JALAGAM, Prasada Rao; LUO, Guanglin; MACOR, John E.; MAISHAL, Tarun Kumar; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; SISTLA, Ramesh Kumar; THANGAVEL, Soodamani; (318 pag.)WO2017/59080; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 875251-47-1 ,Some common heterocyclic compound, 875251-47-1, molecular formula is C6H8N2O, 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 mixture of 5-[4-(trifluoromethoxy)phenyl]-3H-l,3-benzoxazol-2-one (100 mg, 0.34 mmol), 2-pyrimidin-5-ylethanol (126.15 mg, 1.02 mmol) and PPh3 (177.7 mg, 0.68 mmol) in THF (6 mL) was added DIAD (136.99 mg, 0.68 mmol) and the mixture was stirred under N2 at 20 C for 16 hours to give a mixture. The mixture was concentrated to dryness, diluted with H20 (10 mL), and extracted with EtOAc (10 mL x 2). The combined organic phase was washed with brine (10 mL), dried over Na2SC>4, filtered. And the filtrate was concentrated to give the crude product. The crude product was purified by Prep-HPLC (Kromasil (150 mm x 25 mm, 10 mupiiota), A = H20 (0.05% NH3.H20) and B = CH3CN; 48-78 %B over 7 minutes) to give the product (49.53 mg, 123.4 muetaiotaomicron, 36% yield) as a solid. 1H NMR DMSO-c 400MHz deltaH = 9.02 (s, 1H), 8.73 (s, 2H), 7.78 (d, 2H), 7.60 (s, 1H), 7.48 (d, 2H), 7.42 (s, 2H), 4.20 (t, 2H), 3.11 (t, 2H). LCMS Rt = 1.17 min in 2 min chromatography, MS ESI calcd. for C20H15F3N3O3 [M+H]+ 402.1, found 402.1.

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. 875251-47-1, 2-(Pyrimidin-5-yl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PRAXIS PRECISION MEDICINES , INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (244 pag.)WO2018/148745; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 14248-01-2 ,Some common heterocyclic compound, 14248-01-2, molecular formula is C5H5BrN2O, 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.

General procedure: 5.1.12 2-[4-({[1-Methyl-4-(2-methylpyridin-4-yl)-1H-pyrazol-3-yl]oxy}methyl)phenyl]quinoline dihydrochloride (13a) Under argon gas atmosphere, to the mixture of 12 (200 mg, 0.45 mmol), 4-bromo-2-methylpyridine (156 mg, 0.91 mmol), and Na2CO3 (144 mg, 1.36 mmol) in DMF (2.0 mL) and water (0.87 mL) was added [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloromethane complex (PdCl2(dppf)·CH2Cl2, 22 mg, 0.027 mmol), and the mixture was stirred at 100 C for 1 h. After cooling at room temperature, the mixture was concentrated in vacuo, and the residue was purified by silica gel column chromatography (0-5% MeOH in CHCl3) to give a free from of the title compound, which was dissolved in MeOH and the mixture was treated with 4 M HCl/EtOAc. The precipitate formed was collected by filtration and washed with Et2O to give 13a (91 mg, 42%) as a colorless solid. 5.1.17 1-Methyl-5-(1-methyl-3-{[4-(quinolin-2-yl)benzyl]oxy}-1H-pyrazol-4-yl)pyrimidin-2(1H)-one dihydrochloride (13f) Compound 13f was prepared from 12 and 5-bromo-1-methylpyrimidin-2(1H)-one in a manner similar to that described for compound 13a, with a yield of 37% as a pale yellow solid. 1H NMR (DMSO-d6) delta 3.55 (s, 3H), 3.75 (s, 3H), 5.40 (s, 2H), 7.64 (m, 3H), 7.83-7.88 (m, 1H), 7.96 (s, 1H), 8.07 (d, 1H, J = 8.1 Hz), 8.16 (d, 1H, J = 8.6 Hz), 8.22 (d, 1H, J = 8.7 Hz), 8.30 (d, 2H, J = 8.4 Hz), 8.60 (d, 1H, J = 8.7 Hz), 8.67 (d, 1H, J = 3.2 Hz), 8.86 (d, 1H, J = 3.2 Hz); MS (ESI) m/z 424 [M+H]+; Anal. Calcd for C25H21N5O2·2HCl·3.3H2O: C, 54.02; H, 5.37; N, 12.60; Cl, 12.76. Found: C, 54.03; H, 5.66; N, 12.46; Cl, 12.44.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14248-01-2, its application will become more common.

Reference:
Article; Hamaguchi, Wataru; Masuda, Naoyuki; Miyamoto, Satoshi; Shiina, Yasuhiro; Kikuchi, Shigetoshi; Mihara, Takuma; Moriguchi, Hiroyuki; Fushiki, Hiroshi; Murakami, Yoshihiro; Amano, Yasushi; Honbou, Kazuya; Hattori, Kouji; Bioorganic and Medicinal Chemistry; vol. 23; 2; (2015); p. 297 – 313;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia