Category: 672-41-3

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. 672-41-3, name is 6-(Trifluoromethyl)pyrimidin-4-amine, molecular formula is C5H4F3N3, 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. HPLC of Formula: C5H4F3N3

A mixture of 6-(trifluoromethyl)pyrimidin-4-amine (232 mg, 1 .0607 mmol, prepared as described in WO20071 13558), 1 -[3-ethylsulfonyl-5-(trifluoromethyl)-2-pyridyl]ethanone (200 mg, 0.71 mmol) , copper(l)iodide (7.0 mg, 0.036 mmol) , ln(lll)triflate (4.0 mg, 0.0071 mmol) and 1 – methyl-2-pyrrolidone (4 mL) were stirred for 19 hr at 120C. LC-MS: desired product and starting material, and thus the reaction was stirred for a further 27hr at 120C. Reaction mixture was cooled to ambient temperature and water and ethylacetate were added. Aqueous layer was extracted 2 times with ethylacetate and the combined organic layers were washed with brine, dried over Na2S04, filtered and concentrated in vacuo. The product was purified by combiflash chromatography with column of 12 g and a gradient of cyclohexane + 0-80% ethylacetate, to give the title compound (96 mg, 31 %) as a white solid. 1H NMR (400MHz, CDCI3): delta (ppm) 9.20 (s, 1 H), 9.14 (s, 1 H), 8.80 (d, J=1.5 Hz, 1 H), 8.44 (s, 1 H), 7.99 (s, 1 H), 4.10 (q, J=7.5 Hz, 2H), 1 .43 (t, J=7.5 Hz, 3H). LCMS (method SQD13): Rt:0.98 min, 425 (M+H). Mpt. 180-181 C.

With the rapid development of chemical substances, we look forward to future research findings about 672-41-3.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; EDMUNDS, Andrew; MUEHLEBACH, Michel; STOLLER, Andre; LOISELEUR, Olivier; BUCHHOLZ, Anke; HUETER, Ottmar Franz; BIGOT, Aurelien; HALL, Roger Graham; EMERY, Daniel; JUNG, Pierre Joseph Marcel; LU, Long; WU, Yaming; CHEN, Ruifang; WO2015/715; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 672-41-3, 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. 672-41-3, name is 6-(Trifluoromethyl)pyrimidin-4-amine, molecular formula is C5H4F3N3, 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 cooled (0 C.) solution of 6-(trifluoromethyl)pyrimidin-4-amine (2.0 g, 12.3 mmol) in MeOH (100.0 mL) was added bromine (1.3 mL, 24.5 mmol) drop wise over a period of 10 minutes. The mixture was stirred at rt for 2 hours. The reaction was quenched with H2O and concentrated in vacuo to obtain crude HBr salt (3.57 g). The crude product was purified by reverse-phase HPLC using a XBridge C18 column (5 mum, 100*4.6 mm), mobile phase of 10-100% ACN in 20 mM NH4OH, to afford the title compound as tan solid (2.4 g, 80%). MS (ESI): mass calcd. for C5H3BrF3N3, 241.9; m/z found, 243.9 [M+H]+. 1H NMR (500 MHz, DMSO-d6) delta 8.46 (s, 1H), 8.25 (s, 1H), 7.52 (s, 1H).

According to the analysis of related databases, 672-41-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Janssen Pharmaceutica NV; Ameriks, Michael K.; Laforteza, Brian Ngo; Lebold, Terry Patrick; Ravula, Suchitra; Savall, Brad M.; Shireman, Brock T.; (70 pag.)US2018/111942; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 672-41-3, 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. 672-41-3, name is 6-(Trifluoromethyl)pyrimidin-4-amine, molecular formula is C5H4F3N3, 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.

Add the amine obtained in Step 1 (550 mg, 3.37 mmol), Et3N (680 mg, 6.74 mmol) to THF (10 mL), cool to 0C on ice bath. Add slowly a solution of phenyl chloroformate (789 mg, 5.06 mmol) in THF. After addition, stir the reaction on ice bath for 20 hrs. Remove the volatiles under reduced pressure. Purification by chromatography (silica gel, EtOAc_PE=l :3) affords the target compound (160 mg, 17%). MS: (M+l): 284.1

According to the analysis of related databases, 672-41-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CROWN BIOSCIENCE INC. (TAICANG); ZHANG, Deyi; ZHANG, Ruihao; ZHONG, Boyu; SHIH, Chuan; WO2014/418; (2014); 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. 672-41-3, name is 6-(Trifluoromethyl)pyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. name: 6-(Trifluoromethyl)pyrimidin-4-amine

A sample of 6-(trifluoromethyl)pyrimidin-4-amine (73.7 mg, 0.45 mmol, CAS number: [672-41-3]) and 2-bromo-1-(5-cyclopropyl-3-ethylsulfonyl-2-pyridyl)ethanone (150 mg, 0.45 mmol) were dissolved in acetonitrile (3 mL) and the resulting mixture stirred for 1 h at 150C in a Microwave system. LCMS showed the formation of product after this time. The reaction mixture concentrated in vacuo, and the residue obtained dissolved in dichloromethane and washed with saturated aqueous NaHC03. The aqueous layer back-extracted (2 times) with dichloromethane and the combined organic layers washed with NH4OH 1 N, brine, dried over Na2S04 and concentrated in vacuo.. The crude product was purified by combi flash chromatography with a column of 12 g and a gradient dichloromethane +0-20% ethyl acetate. The product so obtained was triturated with ethyl acetate,to give the title compound as white solid LCMS (method 1 ); Rt= 0.98 min, [M+H] 397 H NMR (400 MHz, CHLOROFORM-c/) delta ppm 0.87 – 0.94 (m, 2 H) 1.18 – 1.24 (m, 2 H) 1.34 (t, J=7.34 Hz, 3 H) 2.03 – 2.12 (m, 1 H) 3.84 (q, J=7.34 Hz, 2 H) 7.95 (s, 1 H) 8.10 (d, J=2.20 Hz, 1 H) 8.31 (s, 1 H) 8.68 (d, J=2.20 Hz, 1 H) 9.15 (s, 1 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, 672-41-3, 6-(Trifluoromethyl)pyrimidin-4-amine.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; EDMUNDS, Andrew; JEANGUENAT, Andre; JUNG, Pierre Joseph Marcel; MUEHLEBACH, Michel; (150 pag.)WO2016/71214; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 672-41-3, 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. 672-41-3, name is 6-(Trifluoromethyl)pyrimidin-4-amine, molecular formula is C5H4F3N3, 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.

A solution of 6-(trifluoromethyl)pyrimidin-4-amine (0.14544 g, 0.89175 mmol) and 2-bromo-1-(5- bromo-3-ethylsulfonyl-2-pyridyl)ethanone (0.3 g, 0.81 mmol) in acetonitrile (9mL) were heated for 1 h at 150C in the microwave. After this time, the reaction mixture was evaporated. The solid obtained was dissolved in dichloromethane and washed with NaHC03 sat sol. The organic layer was then washed with brine, dried over Na2S04, filtered and concentrated in vacuo. Purification by Combi flash chromatography with a column of 12 g and a gradient of dichloromethane + 0-10% ethylacetate gave the title product as white powder. LCMS (method 1 ); Rt= 0.91 min, [M+H] 435/437. H NMR (400 MHz, chloroform-c/) delta ppm: 1 .40 (t, J=7.52 Hz, 3 H); 4.00 (q, J=7.46 Hz, 2 H); 7.97 (s, 1 H); 8.36 (s, 1 H); 8.69 (d, J=2.20 Hz, 1 H); 8.95 (d, J=2.20 Hz, 1 H); 9.17 (s, 1 H).

According to the analysis of related databases, 672-41-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; EDMUNDS, Andrew; JEANGUENAT, Andre; JUNG, Pierre Joseph Marcel; MUEHLEBACH, Michel; (150 pag.)WO2016/71214; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 672-41-3 as follows., 672-41-3

Example 17N-{4-r(3-Methyl-4-oxo-3.4-dihvdroquinazolin-6-yl)oxylphenyl|-N’-r6- ftrifluoromethyl)pyrimidin-4-yl]urea; A the solution of 2,2,2-trichloro-N-{4-[(3-methyl-4-oxo-3,4-dihydroquinazolm-6- yl)oxy]phenyl}acetamide (Method 29, 206 mg, 0.50 mmol) andnuaOH (52 mg, 1.3 mmol) in DMSO (3 ml) was treated with 6-(trifluoromethyl)pyrimidin-4-amine (Method 30, 98 mg, 0.60 mmol). The reaction mixture was stirred at 80 C until the starting material was consumed. The reaction mixture was cooled to ~25 C and then added to water. The aqueous layer was extracted with DCM and the combined extracts were washed with NH4Cl(aq). The organic solution was dried over Na2SO4(S) and the solvents were removed under reduced pressure. The crude material was purified by crystallization to yield 80 mg of desired compound (35 %). NMR: 10.23 (s, 1 H), 9.67 (s, 1 H), 9.00 (s, 1 H), 8.31 (s, 1 H), 8.19 (s, 1 H), 7.71 (d, 1 H), 7.63 – 7.51 (m, 3 H), 7.46 – 7.39 (m, 1 H), 7.19 – 7.10 (m, 2 H), 3.46 (s, 3 H); m/z 456.

The chemical industry reduces the impact on the environment during synthesis 672-41-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/119055; (2007); 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. 672-41-3, name is 6-(Trifluoromethyl)pyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. 672-41-3

A solution of 6-(trifluoromethyl)pyrimidin-4-amine (0.143 g, 0.877 mmol) and 2-bromo-1-[2- ethylsulfonyl-4-[3-(trifluoromethyl)pyrazol-1-yl]phenyl]ethanone (0.34 g, 0.80 mmol) in acetonitrile (7 ml) in a Supeico microwave vial, was stirred for 1 hr at 150C. LC-MS showed the desired product and starting material. The reaction was thus stirred 1 hour more at 150C after which LCMS showed more product, less starting material. After a further 1 hour at 150C the reaction mixture was diluted with ethyl acetate, dried over Na2 S04, filtered and concentrated in vacuo. The crude product was purified by Combi flash chromatography with a column of 12 g and a gradient cyclohexane 0-60% ethyl acetate, to give the title compound as a beige solid. LCMS (method 1 ); Rt= 1.05 min, [M+H] 425/427. H NMR (400 MHz, CHLOROFORM-c/) delta ppm 1.26 (t, J=7.34 Hz, 3 H); 3.37 (q, J=7.34 Hz, 2 H); 6.84 (d, J=2.57 Hz, 1 H); 7.96 (d, J=8.44 Hz, 1 H); 7.98 (s, 1 H); 8.16 (d, J=1 .83 Hz, 1 H) 8.24 (dd, J=8.44, 2.20 Hz, 1 H) 8.33 (s, 1 H) 8.52 (d, J=2.57 Hz, 1 H) 9.19 (s, 1 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, 672-41-3, 6-(Trifluoromethyl)pyrimidin-4-amine.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; EDMUNDS, Andrew; JEANGUENAT, Andre; JUNG, Pierre Joseph Marcel; MUEHLEBACH, Michel; (150 pag.)WO2016/71214; (2016); A1;,
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. 672-41-3, name is 6-(Trifluoromethyl)pyrimidin-4-amine, molecular formula is C5H4F3N3, 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. 672-41-3

To a solution of 2-[6-(2-bromoacetyl)-5-ethylsulfonyl-3-pyridyl]-2-methyl-propanenitrile (275 mg, 0.766 mmol, 1.00 equiv.) in acetonitrile (8.0 mL) was added 6-(trifluoromethyl)pyrimidin-4-amine (142 mg, 0.842 mmol, 1.10 equiv.) [prepared as described in W02015/000715) at room temperature under argon atmosphere. The resulting mixture was heated to 90 C for 2 days. The reaction mixture wascooled down at room temperature and diluted with ethyl acetate and satuared ammonium chloride solution. The aqueous layer was separated and extracted twice with ethyl acetate. The organic layers were combined, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The crude product was purified reverse phase HPLC to obtain the title compound. LCMS (method 2): 424 (M+H) retention time: 1.38 mm.

The chemical industry reduces the impact on the environment during synthesis 672-41-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; RENDLER, Sebastian; EDMUNDS, Andrew; MUEHLEBACH, Michel; EMERY, Daniel; RAWAL, Girish; SEN, Indira; SIKERVAR, Vikas; (105 pag.)WO2019/53182; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

672-41-3, 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. 672-41-3, name is 6-(Trifluoromethyl)pyrimidin-4-amine, molecular formula is C5H4F3N3, 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 Ar(g), to a mixture of 2-chloropyrazine (1) (252mg, 2.2mmol), 4- amino-6-(trifluoromethyl)pyrimidine (2) (326mg, 2.0mmol), Cs2C03 (1.3g, 4.0mmol) was added degassed dry 1 ,4-dioxane (13mL). The reaction mixture was then flushed with Ar(g) for 1 min before Pd2(dba)3 (92mg, 0.1 mmol) and Xantphos (127mg, 0.22mmol) were added. The reaction mixture was heated up to 90C for 40h. It was then cooled down to rt. EtOAc (15ml_), H20 (10mL) and brine (5ml_) were added to the reaction mixture. The organic phase was separated and the aqueous phase was extracted with EtOAc (15ml_). The organic layers were combined and Pd-scavenger (MP-TMT, ~400mg, 1.3mmol/g) was added. This was shaken for several hours followed by filtration. The filtrate was concentrated in vacuo, dissolved in DMSO (4ml_) and purified by basic prep LCMS to yield (3) as a solid (314mg, 65%). (0650) LCMS (ES): Found 242.2 [M+Hf.

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. 672-41-3, 6-(Trifluoromethyl)pyrimidin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KARUS THERAPEUTICS LIMITED; SHUTTLEWORTH, Stephen Joseph; GATLAND, Alice Elizabeth; FINNEMORE, Daniel John; ALEXANDER, Rikki Peter; SILVA, Franck; CECIL, Alexander; (233 pag.)WO2019/166824; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

672-41-3 ,Some common heterocyclic compound, 672-41-3, molecular formula is C5H4F3N3, 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 6-(trifluoromethyl) pyrimidin-4- amine (1.0 g, 6.2 mmol) in DMF (30 mE) was added NBS (1.2 g, 6.8 mmol). The mixture was heated to 70 C. for 1 hout The reaction mixture was cooled to it, diluted with H20, and extracted with EtOAc (x2). The combined organic extracts were washed with brine; dried (Na2504) and concentrated in vacuo. The crude product was triturated in DCM to obtain title compound as white solid (1.38 g, 93%).

According to the analysis of related databases, 672-41-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Janssen Pharmaceutica NV; Ameriks, Michael K.; Laforteza, Brian Ngo; Lebold, Terry Patrick; Ravula, Suchitra; Savall, Brad M.; Shireman, Brock T.; (70 pag.)US2018/111942; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia