Pyrimidines

Reference of 5018-38-2, 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.5018-38-2, name is 4,6-Dichloro-5-methoxypyrimidine, molecular formula is C5H4Cl2N2O, molecular weight is 179, as common compound, the synthetic route is as follows.

Example 36 Synthesis of Compound S 1-23 AND 1-27 To a solution of 4,6-dichloro-5-methoxypyrimidine (5.0 g, 28.24 mmol) in DCE (50 mL) at 0 C. was added aluminum trichloride (7.5 g, 56.4 mmol) in two portions. The reaction mixture was stirred at 0 C. for 10 min, then at 50 C. for 4 hr. The mixture was cooled to 0 C. and aqueous HCl (1 M, 20 mL) followed by methanol (20 mL) were added slowly while stirring vigorously. The mixture was poured into water and extracted with diethyl ether. The combined organic layers were washed with brine, dried over magnesium sulfate, filtered and concentrated. The residue was dried in vacuo to afford 4,6-dichloropyrimidin-5-ol as a beige solid. LC/MS APCI: Calculated 163.95; Observed m/z [M+H]+ 165.1. 1H NMR (DMSO-d6): delta (ppm) 11.67 (s, br, 1H), 8.38 (s, 1H).

Statistics shows that 5018-38-2 is playing an increasingly important role. we look forward to future research findings about 4,6-Dichloro-5-methoxypyrimidine.

Reference:
Patent; Arrien Pharmaceuticals LLC; Vankayalapati, Hariprasad; US2020/131154; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 799842-07-2, 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 799842-07-2, name is N-[5-Bromomethyl-4-(4-fluorophenyl)-6-isopropylpyrimidine-2-yl]-N-methylmethane sulfonamide. This compound has unique chemical properties. The synthetic route is as follows.

The organic layer was concentrated at a temperature in the range of from about 60 C. to about 70 C. under reduced pressure. The white solid obtained was then added to toluene (300 ml) at a temperature of about 25 C. Tri-n-butyl phosphine was then slowly added. After about 20 to about 25 minutes, a bright white solid falls out and is filtered and washed with toluene (100 mL). The solid was then dried in an oven at a temperature below about 50 C. until the moisture content was about 1%. The dried solid appeared as a white crystalline solid weighing about 29 g to about 29.5 g. The yield was about 97% to about 99%, having a mp 180-182 C., and a purity greater than 99% as determined by HPLC. The IR (KBr) spectrum shows the absorption bands at cm-1 2962 (C-H str), 1604 (-CC-str), 1155 (SO2 str). The 1H-NMR (DMSO-d6) shows delta7.8-7.9[dd,2H,Ar-H], 7.4-7.5[t,2H,Ar-H], 4.0[d,2H,CH2P],3.4-3.5 [2×s,6H,NCH3,SO 2CH3], 3.41 [m,1H,CH(CH3)2], 1.9-2.0[t,6H,P-(CH2)],1.10-1.29 [m,18H, -(CH2)3-] 0.81[t,9H,(CH2-CH3)3]. The CI mass shows m/z 538.4 (base peak). The elemental analysis calculated % C 54.36; % H 7.49; % N 6.79; Observed % C 54.30; % H 7.41, % N 6.72.

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

Reference:
Patent; Joshi, Narendra; Bhirud, Shekhar Bhaskar; Chandrasekhar, Batchu; Rao, K. Eswara; Damle, Subhash; US2005/124639; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 39906-04-2, 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.39906-04-2, name is 4,6-Dichloro-2-methylpyrimidin-5-amine, molecular formula is C5H5Cl2N3, molecular weight is 178.02, as common compound, the synthetic route is as follows.

General procedure: A microwave vial was charged with the corresponding 4,6-dichloropyrimidine (1.0 mmol), the appropriate arylamine (1.0 mmol), 4 mL of isobutanol and 50 muL of 37% aqueous HCl. The reaction vessel was sealed and heated in a microwave reactor at 150 C for 10 min. After cooling, the reaction mixture was worked up as indicated in each case.

The chemical industry reduces the impact on the environment during synthesis 39906-04-2, I believe this compound will play a more active role in future production and life.

Reference:
Article; Aguado, Leire; Canela, Maria-Dolores; Thibaut, Hendrik Jan; Priego, Eva-Maria; Camarasa, Maria-Jose; Leyssen, Pieter; Neyts, Johan; Perez-Perez, Maria-Jesus; European Journal of Medicinal Chemistry; vol. 49; (2012); p. 279 – 288;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1421372-94-2, 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 1421372-94-2, name is N-(4-Fluoro-2-methoxy-5-nitrophenyl)-4-(1-methyl-1H-indol-3-yl)pyrimidin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

N-(4-fluoro-2-methoxy-5-nitro-phenyl)-4-(1-methylindol-3-yl)pyrimidin-2-amine (1300 mg, 3.3 mmol) dissolved in DMA (10 ml) and N-(4-fluoro-2-methoxy-5-nitro-phenyl)-4-(1- methylindol-3-yl)pyrimidin-2-amine (1.07 ml, 9.91 mmol) added followed by TEA (0.92 ml, 6.61 mmol) and the reaction heated to 140C for 30 minutes under microwave conditions and quenched with water (20 ml). The reaction mixture was extracted with ethyl acetate (3 x 20 ml). The combined organics were washed with water, dried over MgSO4 and concentrated in vacuo to a red solid. Used in subsequent steps with no further purification.

According to the analysis of related databases, 1421372-94-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARVINAS, INC.; YALE UNIVERSITY; GREW, Andrew, P.; ZIMMERMANN, Kurt; WANG, Jing; BERLIN, Michael; DONG, Hanqing; ISHCHENKO, Alexey; QIAN, Yimin; CREWS, Craig, M.; JAIME-FIGUEROA, Saul; BURSLEM, George; (855 pag.)WO2018/119441; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 62802-42-0 ,Some common heterocyclic compound, 62802-42-0, molecular formula is C4H2ClFN2, 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.

5-Fluoro-2-(prop-l-en-2-yl)pyrimidine, Intermediate 5.2.1 A mixture of 2-chloro-5-fluoropyrimidine (50.0 g, 377.0 mmol. CAS: 62802-42-0), potassium trifluoro(prop-l-en-2-yl)borate (84.0 g, 566.0 mmol) and K2CO3 (78.0 g, 566.0 mmol) in 1,4-dioxane (400 mL) and water (100 mL) were added to a sealed tube (1 L). The reaction mixture was degassed and purged with nitrogen for 20 min. PdCl2(dppf) (7.70 g, 9.43 mmol) was added and the reaction tube was sealed and heated to 70 C. After 18 h, the reaction mixture was cooled to RT, diluted with diethyl ether (500 mL), and filtered through Celite filter aid. The filter cake was washed with diethyl ether (500 mL). The combined filtrate was extracted with diethyl ether (2 x 2 L). The organic layer was washed with cold water (2 x 2 L), dried over isfeSCfi and concentrated under reduced pressure at 35 C. The material was purified by column chromatography over silica gel (60-120 mesh) using 5% EtOAc in hexanes as an eluent to give Intermediate 5.2.1 (41.0 g, 297.0 mmol, 79% yield) as a colourless oil. NMR (400 MHz, CDCb) d 8.59 (s, (0466) 2H), 6.38 (t , J= 1.2 Hz, 1H), 5.54 (t , J = 1.2 Hz, 1H), 2.26 (dd, T = 1.2, 0.8 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62802-42-0, its application will become more common.

Reference:
Patent; AMGEN INC.; PATTAROPONG, Vatee; RAMSDEN, Philip Dean; (203 pag.)WO2019/213006; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 63234-80-0, 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 63234-80-0, name is 3-(2-Chloroethyl)-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A creamy white solid of 3-(2-chloroethyl)- 2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a] pyrimidin-4-one (5) (1.0eq) in N,N-dimethylformamide was taken, pottasium carbonate (3.0 eq) was added to the reaction mixture and then the appropriate aliphatic/ aromatic/heterocyclic amines (1.0 eq) were added and the reaction mixture was heated at 80 °C for 8h. The progress of the reaction was monitored by TLC. Upon completion, the solvent was removed by water wash and extracted with ethyl acetate. The organic layer was washed with 10percent ammonium chloride solution and finally water wash was given to organic layer and dried with anhydrous sodium sulphate. The solvent was evaporated to get crude product which was purified by column chromatography over silica gel (60-120mesh) using hexane: ethyl acetate(8:2) as an eluent.

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 63234-80-0, 3-(2-Chloroethyl)-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one.

Reference:
Article; Krishnamurthy, Byregowda; Vinaya, Kambappa; Rakshith, Devraj; Prasanna, Doddakunche Shivaramu; Rangappa, Kanchugarakoppal Subbegowda; Medicinal Chemistry; vol. 9; 2; (2013); p. 240 – 248;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 372118-67-7 , The common heterocyclic compound, 372118-67-7, name is Pyrimidin-2-ylmethanamine hydrochloride, molecular formula is C5H8ClN3, 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.

5-bromosalicylaldehyde (2.49 mmol) and 2-aminomethylpyrimidine HCl (3.73 mmol) were combined in THF:MeOH (20:2 mL) mixture followed by addition of N,N-diisopropylethylamine (5-7 mmol). The mixture was stirred under N2 at RT for several hours. After the reaction was complete or substantially complete, 1 equiv. of NaBH4 was added and the mixture was stirred at room temperature overnight. The excess hydride was quenched with 1N HCl. The mixture was concentrated to remove most of organic solvents. Water was added and the organic phase was extracted with DCM. The organic phase was concentrated to give A.

The synthetic route of 372118-67-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kalla, Rao; Perry, Thao; Zablocki, Jeff; US2015/175595; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 49845-33-2, 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 49845-33-2, name is 2,4-Dichloro-5-nitropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

2,4-dichloro-5-nitropyrimidine (3 g, 15.4 mmol) was dissolved in tetrahydrofuran (52 mL) and 2N methylamine (15.4 mL) dissolved in tetrahydrofuran was slowly added at -78° C. The resulting solution was stirred for 10 minutes and then further stirred for 50 minutes at room temperature. The resulting solution was concentrated under reduced pressure, diluted with ethyl acetate (50 mL), and washed with water (30 mL) and saline (30 mL). The resultant was dehydrated with anhydrous sodium sulfate, concentrated under reduced pressure, and applied to column chromatography (EA:Hex=20:15:1) to yield Compound XL (925 mg (32percent)).1H NMR (600 MHz, chloroform-d1) delta 9.05 (s, 1H), 8.41 (br, 1H), 3.23 (d, J=4.8 Hz, 3H),

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 49845-33-2, 2,4-Dichloro-5-nitropyrimidine.

Reference:
Patent; Legochem Biosciences, Inc.; US2012/264727; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 3001-72-7, Adding some certain compound to certain chemical reactions, such as: 3001-72-7, name is 2,3,4,6,7,8-Hexahydropyrrolo[1,2-a]pyrimidine,molecular formula is C7H12N2, 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 3001-72-7.

EXAMPLE 1 13 g of diethyl 2,2-dimethyl-3-(2′,2′-dichlorovinyl)-cyclopropane-1,1-dicarboxylate were dissolved in 50 g of o-xylene and 20 g of 1,5-diaza-bicyclo[4.3.0]non-5-ene were added. The mixture was then heated to the boil for 8 hours. After cooling, ice-cold dilute hydrochloric acid was added, so that a neutral or weakly acid pH value resulted. The organic phase was separated off and dried with Na2 SO4 and the xylene was distilled off in vacuo (boiling point = 35 – 40 C./12 mm Hg). The residue weighed 12.5 g. Fractional distillation gave 4.7 g of 2,2-dimethyl-3-(2′,2′-dichlorovinyl)-cyclopropane-1-carboxylic acid ethyl ester, of which 30% was in the cis form and 70% was in the trans form. The boiling point was 65 – 72 C./0.3 mm Hg. The nuclear magnetic resonance spectrum agreed with that given in the literature. 6.5 g of the starting material were recovered. The yield was thus 92%.

According to the analysis of related databases, 3001-72-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bayer Aktiengesellschaft; US4113969; (1978); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 84905-80-6, 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 84905-80-6, name is 4-Chloro-5H-pyrrolo[3,2-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

(i) Production of 4-chloro-5-(2,2-diethoxyethyl)-5H-pyrrolo[3,2-d]pyrimidine 4-Chloro-5H-pyrrolo[3,2-d]pyrimidine (1 g) was dissolved in N,N-dimethylformamide (13 mL), cesium carbonate (6.37 g) and 2-bromo-1,1-diethoxyethane (2.94 mL) were sequentially added and the mixture was stirred at 80C for 4.5 hrs. The reaction mixture was diluted with ethyl acetate (100 mL), and washed with water (80 mL). The organic layer was separated, dried over magnesium sulfate and evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=50/50 ? 0/100) to give the title compound (1.26 g) as a yellow oil. 1H-NMR (CDCl3) delta 1.14 (6H, t, J= 6 Hz), 3.40 (2H, m), 3.72 (2H, m), 4.08 (1H, m), 4.56 (2H, d, J= 5 Hz), 6.71 (1H, d, J= 3 Hz), 7.55 (1H, d, J= 3 Hz), 8.69 (1H, s).

According to the analysis of related databases, 84905-80-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1752457; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia