Day: July 16, 2021

Adding a certain compound to certain chemical reactions, such as: 22536-63-6, 2-Chloro-4-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, SDS of cas: 22536-63-6, blongs to pyrimidines compound. SDS of cas: 22536-63-6

To a 2-dram vial were added (6-arnino-hex-3-ynyl)-carbamic acid tert-butyl ester (0.04 g, 0.2 mmol, Compound 4.3), 2-chIoro-4-methoxy-pyrimidine (0.029 g, 0.2 mmol), 2 ml of s-BuOH, and 0.2 ml of di-isopropylethylamine. The vial was capped and shaken at 130 C for 16 hours. The solvent was filtered and removed using the Gene Vac HT- 12 to give Compound 8.4. ES (+) MS m/e = 321 (M+l).

The synthetic route of 22536-63-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNESIS PHARMACEUTICALS; BIOGEN IDEC, INC.; WO2008/5457; (2008); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 115617-41-9, 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 115617-41-9, name is 4,5-Dichloro-6-ethylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 1 Preparation of d,l-4-[1′-(beta-naphthyl)-ethylamino]-5-chloro-6-ethylpyrimidine of the formula STR22 11.98 g of 1-(beta-naphthyl)-1-aminoethane and 20 ml of triethylamine are added to a solution of 12.39 g of 4,5-dichloro-6-ethylpyrimidine in 150 ml of n-butanol. The mixture is boiled under reflux for 12 hours. After concentration of the reaction solution by evaporation, the crude product is dissolved in 20 ml of chloroform, 6 ml of concentrated hydrochloric acid are added, and the product is extracted by shaking with water. The organic phase is separated off and dried with sodium sulfate and the solvent is distilled off, yielding a light-brown oil. The oil is triturated with hexane, whereupon the desired end product crystallises out. Filtration yields 11.6 g of substance; m.p.: 80-81 C. The resulting racemate can be separated into a (+)-enantiomer and its biologically more active (-)-enantiomer by fractional crystallisation with, for example, optically active tartaric acid, or can be resolved by separation on a chiral column by means of HPLC.

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 115617-41-9, 4,5-Dichloro-6-ethylpyrimidine.

Reference:
Patent; Ciba-Geigy Corporation; US5468751; (1995); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 117516-97-9 , The common heterocyclic compound, 117516-97-9, name is 2-Thioxo-2,3-dihydrothieno[2,3-d]pyrimidin-4(1H)-one, molecular formula is C6H4N2OS2, 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: A suspension of 94 (78 mg, 0.399 mmol, 1.0eq) and NEt3 (66 muL, 0.479 mmol, 1.2 eq) in 1.0 mL DMF was stirred for 15 min at room temperature before 954 (150 mg, 0.479 mmol, 1.2 eq) was added and the reaction mixture was stirred for 16 h at room temperature. The solids were filtered, washed with small amounts of water, methanol and diethyl ether,and the product was dried under vacuum to give the corresponding methyl ester (131 mg, 77%) as a whitesolid, which was subsequently hydrolyzed.

The synthetic route of 117516-97-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fuerst, Rita; Yong Choi, Jun; Knapinska, Anna M.; Smith, Lyndsay; Cameron, Michael D.; Ruiz, Claudia; Fields, Gregg B.; Roush, William R.; Bioorganic and Medicinal Chemistry; vol. 26; 18; (2018); p. 4984 – 4995;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 304693-66-1 ,Some common heterocyclic compound, 304693-66-1, molecular formula is C6H3F3N2O, 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 solution of 2-(trifluoromethyl)pyrimidine-5-carbaldehyde (860 mg, 4.88 mmol) and but-3-en-1 -01 (0.420 mL, 4.88 mmol) in DCM (5.2 mL) was cooled to 0C. MsOH (3.17 mL, 48.8 mmol) was added dropwiseand the RM was stirred at RT for 90 mm. DCM (30 mL) was added, followed by the careful addition of sat. aq. NaHCO3 (30 mL). The organic layer was washed with sat. aq. NaHCO3 (2×30 mL), dried (Na2SO4) and evaporated under reduced pressure. The product was purified by flash chromatography (silica, gradient heptane/EtOAc, 1:0 to 1:1), to give 1.24 g (78%) of the desired product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,304693-66-1, its application will become more common.

Reference:
Patent; GRUeNENTHAL GMBH; SCHUNK, Stefan; REICH, Melanie; JAKOB, Florian; DAMANN, Nils; HAURAND, Michael; KLESS, Achim; ROGERS, Marc; SUTTON, Kathy; WO2015/158427; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 14394-56-0, name is 4-Amino-6-chloro-5-methylpyrimidine, the common compound, a new synthetic route is introduced below. Product Details of 14394-56-0

Example 50 5-methyl-4-N-{1-[3-(pyridin-2-yl)indolizin-2-yl]ethyl}pyrimidine-4,6-diamine To a solution of 1-[3-(pyridin-2-yl)indolizin-2-yl]ethan-1-amine Q2 (0.100 g, 0.42 mmol) in t-BuOH (4.5 mL), 6-chloro-5-methylpyrimidin-4-amine (0.060 g, 0.42 mmol) was added followed by DIPEA (0.146 mL, 0.84 mmol) and the resulting mixture was heated to reflux for 24 h. Additional 1-[3-(pyridin-2-yl)indolizin-2-yl]ethan-1-amine Q2 (0.100 g, 0.42 mmol) was added over 48 h heating to reflux. The solvent was removed and the crude was dissolved in n-BuOH (4.5 mL); DIPEA (0.146 mL, 0.84 mmol) was added and the reaction was heated to 130 C. for 10 days. An additional experiment was performed: to a solution of 1-[3-(pyridin-2-yl)indolizin-2-yl]ethan-1-amine Q2 (0.059 g, 0.25 mmol) in n-BuOH (2.7 mL), 6-chloro-5-methylpyrimidin-4-amine (0.036 g, 0.25 mmol) was added followed by DIPEA (0.087 mL, 0.50 mmol) and the resulting mixture was heated under MW irradiation for 2 h at 120 C. and for 2 h at 150 C. Then the mixture was heated under thermal conditions at 130 C. for 24 h. Additional 1-[3-(pyridin-2-yl)indolizin-2-yl]ethan-1-amine Q2 (0.059 g, 0.25 mmol) was added over 10 days continuing the heating at 130 C. The two reaction mixtures were combined, the solvent was removed and the crude was partitioned between DCM/MeOH 4/1 and water. The organic phase was dried over sodium sulfate, the solvent was removed under reduced pressure and the crude was purified by flash chromatography on Biotage silica-NH cartridge (cyclohexane:EtOAc=50:50 to 40:60); two further purifications by flash chromatography on Biotage silica cartridge (DCM to DCM_MeOH=98:2) were required to afford title compound as a dark yellow solid (0.0207 g). MS/ESI+ 345.2 [MH]+, Rt 0.56 min (Method A). 1H NMR (400 MHz, DMSO-d6) delta ppm 8.78 (d, 1H), 8.69-8.74 (m, 1H), 7.80-7.92 (m, 2H), 7.77 (s, 1H), 7.46 (d, 1H), 7.27-7.35 (m, 1H), 6.76-6.83 (m, 1H), 6.67 (s, 1H), 6.54-6.61 (m, 1H), 6.24-6.33 (m, 1H), 5.85 (br. s., 2H), 5.60-5.70 (m, 1H), 1.80 (s, 3H), 1.41 (d, 3H).

The synthetic route of 14394-56-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHIESI FARMACEUTICI S.P.A.; BIAGETTI, Matteo; ACCETTA, Alessandro; CAPELLI, Anna Maria; GUALA, Matilde; RETINI, Michele; US2015/361100; (2015); 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. 1920-66-7, name is 4-Amino-2-chloro-5-nitropyrimidine, molecular formula is C4H3ClN4O2, 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. Recommanded Product: 1920-66-7

General procedure: The relevant halogenated heterocycle (1.0equiv.), substituted aniline (2.0 equiv.) and TFA (5.0 equiv.) were takenup in TFE (0.1 M) and heated under microwave irradiation conditionsat 140 C for 30 min before being concentrated in vacuo. The residuewas resuspended in EtOAc:THF (1:1, 20 mL/mmol), washed with saturatedNaHCO3 solution (20 mL/mmol), and the aqueous phase wasfurther extracted with EtOAc:THF (1:1, 3 × 15 mL/mmol). The combinedorganic extracts were washed with brine, dried (MgSO4) andconcentrated in vacuo. The resultant residue was purified via columnchromatography and/or triturated as specified to afford the desired compound.

With the rapid development of chemical substances, we look forward to future research findings about 1920-66-7.

Reference:
Article; Casalvieri, Kimberly A.; Matheson, Christopher J.; Backos, Donald S.; Reigan, Philip; Bioorganic and Medicinal Chemistry; vol. 28; 5; (2020);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 22536-61-4, 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.22536-61-4, name is 2-Chloro-5-methylpyrimidine, molecular formula is C5H5ClN2, molecular weight is 128.56, as common compound, the synthetic route is as follows.

In a sealed glass tube a suspension of l-cyclopropyl-6-(lH-imidazol-5-yl)-3,3-dimethylindolin- 2-one (example 71a, 70 mg), 2-chloro-5-methylpyrimidine (37.0 mg) and cesium carbonate (158 mg) in acetonitrile (1.05 ml) was heated to 120 °C for 30 minutes under microwave irradiation. Then again 18 mg 2-chloro-5-methylpyrimidine and 89 mg cesium carbonate were added and the reaction mixture heated to 120°C under conventional heating for 2 hours. The reaction mixture was concentrated in vacuo and purified by flash chromatography (silica gel, gradient, 0percent to 100percent EtOAc in n-heptane). The title compound was obtained as off white solid (75 mg, 80percent). MS (ESI, m/z): 360.2 [(M+H)+].

Statistics shows that 22536-61-4 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-5-methylpyrimidine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HILPERT, Hans; KOLCZEWSKI, Sabine; LIMBERG, Anja; STOLL, Theodor; WO2015/177110; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference 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.

4-chloro-N2-methylpyridine-2, 3-diamine (840 mg, 5.33 mmol) and iron (III) chloride hexahydrate (360 mg, 1.33 mmol) were dissolved in DMF (26 ml). 2-Methylpyrimidine-5-carbaldehyde (716 mg, 5.86 mmol) was then added and the reaction was allowed to stir vigorously at 80 open to air for 18 h The reaction mixture was then diluted with 3:. 1 chloroform: IPA and washed with water The combined organic layers. were washed with brine, dried over MgSO 4, and concentrated in vacuo while loading onto silica gel Purification by column chromatography. (silica gel, eluting with a gradient of 0 -60percent 3: 1 EtOAc: EtOH in hexanes) gave 7-chloro -3-ethyl-2- (2- methylpyrimidin-5-yl) -3H-imidazo [4, 5-b] pyridine (Intermediate IV). MS ESI calc’d. for C 13 H 13 ClN 5 [M + 1]+ 274; found 274.

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.; MCGOWAN, Meredeth Ann; ZHOU, Hua; KATZ, Jason D.; YANG, Lihu; METHOT, Joey; LIPFORD, Kathryn Ann; XU, Shimin; FU, Ning; XU, Guoquan; BIAN, Deqian; FU, Jianmin; LI, Yabin; FONG, Kin Chiu; (124 pag.)WO2017/125; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 69034-12-4, 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. 69034-12-4, name is 2-Chloro-5-(trifluoromethyl)pyrimidine. A new synthetic method of this compound is introduced below.

Example 1.14: Preparation of 2-(4-(((lr,4r)-4-(5-(Methylsulfonyl)pyridin-2- yl)cyclohexyloxy)methyl)piperidin-l-yl)-5-(trifluoromethyl)pyrimidine (Compound 18).; To a dichloromethane (1 mL) solution of tert-butyl 4-(((lr,4r)-4-(5- (methylsulfonyl)pyridin-2-yl)cyclohexyloxy)methyl)piperidine-l-carboxylate (36 mg, 0.080 mmol), prepared in Example 1.13, Step B, was added a 4 M dioxane solution of hydrogen chloride (0.994 mL, 3.98 mmol). The reaction was stirred at 23 C for 30 min then concentrated. The residue was taken up in iPrOH (1.0 mL) and N-ethyl-N-isopropylpropan-2-amine (0.083 mL, 0.477 mmol). The resulting solution was divided into two equal portions. To one portion was added 2-chloro-5-(trifluoromethyl)pyrimidine (14.52 mg, 0.080 mmol). The reaction was stirred at 110 C for 40 min then concentrated. The residue was purified by preparative TLC (5% MeOH/CH2Cl2) to give the title compound (22.4 mg, 0.045 mmol, 113 % yield) as white solid. Exact mass calculated for C23H29F3N4O3S: 498.2, found: LCMS m/z = 499.5 [M+H]+; lU NMR (400 MHz, CDC13) delta ppm 1.18-1.26 (m, 2H), 1.34-1.44 (m, 2H), 1.60-1.70 (m, 2H), 1.85- 1.90 (m, 3H), 2.00-2.07 (m, 2H), 2.17-2.23 (m, 2H), 2.77-2.85 (m, 1H), 2.90-2.97 (m, 2H), 3.10 (s, 3H), 3.25-3.34 (m, 1H), 3.38 (d, = 6.0 Hz, 2H), 4.84-4.88 (m, 2H), 7.36 (d, = 8.2 Hz, 1H), 8.13 (dd, = 8.2 and 2.4 Hz, 1H), 8.46 (s, 2H), 9.05 (d, = 2.4 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,69034-12-4, its application will become more common.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; JONES, Robert M.; HAN, Sangdon; LEHMANN, Juerg; THORESEN, Lars; WO2012/135570; (2012); 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. 33034-67-2, name is 2-Chloro-4-(trifluoromethyl)pyrimidine, molecular formula is C5H2ClF3N2, 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. name: 2-Chloro-4-(trifluoromethyl)pyrimidine

4-(2-Bromophenyl)piperazine-1-carboxylic acid tert-butyl ester (280 mg, 0.82 mmol),4,6-Dimethylpyrimidin-2-amine (151 mg, 1.23 mmol),Sodium tert-butoxide (0.16 g, 1.16 mmol), tris(dibenzylideneacetone) dipalladium (75 mg, 0.082 mmol) and(±)-2,2′-bis-(diphenylphosphino)-1,1′-binaphthyl (102 mg, 0.164 mmol) was added to anhydrous tolueneIn (20 mL), the reaction was heated to 120 C for 12 hours under a nitrogen atmosphere. The reaction was stopped, and the mixture was cooled to room temperature. The mixture was poured into water (100 mL), ethyl acetate (40 mL×3), and the organic phase was combined and washed with water (50 mL) and brine (50 mL) Dry and distill off the solvent under reduced pressure.The obtained crude product was subjected to column chromatography (dichloromethane:methanol (V:V)=50:1)The title compound (white solid, 274 mg, 87%)

With the rapid development of chemical substances, we look forward to future research findings about 33034-67-2.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jin Chuanfei; Zhang Yingjun; Xue Yaping; Guo Zhengjiang; (39 pag.)CN109912514; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia