Month: February 2021

Reference of 3934-20-1 ,Some common heterocyclic compound, 3934-20-1, molecular formula is C4H2Cl2N2, 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 2,4-Dichloropyrimidine (1.0 g, 6.7 mmol) was added 28 % w/v ammonium hydroxide solution (20 mL). The mixture was stirred overnight at ambient temperature then concentrated in vacuo. The residue was dry loaded and purified by FCC eluting with 2-10 % EtOH in CHCI3 to afford 2-amino-4-chloropyrimidine and 2-chloro-4-aminopyrimidine. Yield: 2-amino-4-chloropyrimidine 200 mg, 23 %; 2-chloro-4-aminopyrimidine 600 mg, 69 %.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3934-20-1, its application will become more common.

Reference:
Patent; EVOTEC NEUROSCIENCES GMBH; MADDEN, James; HALLETT, David James; PARKES, Alastair; RAOOF, Ali; WANG, Xialou; WO2010/20556; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 17321-93-6, 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. 17321-93-6, name is 2-Amino-5-bromo-4-methylpyrimidine, molecular formula is C5H6BrN3, 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.

Isoamylnitrite (21ML) was added to a stirred suspension of 5-bromo-4-methyl-2- PYRIMIDINAMINE (1.75g) in bromoform (30ML) and the mixture heated at 85¡ãC for 4h. After cooling, isohexane (300ML) was added and the solution passed through a pad of silica-gel. The silica was washed with petrol (1000ml), dichloromethane (200ml) then the product eluted with ethylacetate. The ethylacetate layer was evaporated under reduced pressure and the residue purified by chromatography on silica eluting with 5percent diethylether/ isohexane, yield 0. 9g 1H NMR CDC13 : No. 8. 52 (s, 1H), 2.64 (s, 3H) MS: APCI (-VE) 249/51/53

According to the analysis of related databases, 17321-93-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; WO2004/89885; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 90213-66-4, 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. 90213-66-4, name is 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below.

To a suspension of 2.4-dichloro-7H–pvrro]o[2,3-dipyrimidine (7.2 g, 38 rnmoi) in DCM (120 mL) was added N4odosuccinimide (12.0 g. 53.3 rnmol) in portions over 30 mm. The mixture was stirred at 25 C for 16 h. The mixture was filtered, the filtered cake was washed with DCM to give 2,4-dichioro-5-iodo–7H-pyrroio[2,3-d]pyrimidine (131a) (76 g, 24 mmoi, 64% yield) as a white solid. LCMS [M-FF{]: 3139.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,90213-66-4, 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; PRELUDE THERAPEUTICS, INCORPORATED; LUENGO, Juan; LEAL, Raul, A.; LIN, Hong; SHETTY, Rupa; (166 pag.)WO2018/85833; (2018); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 24415-66-5 ,Some common heterocyclic compound, 24415-66-5, molecular formula is C6H5ClN4, 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 mixture of 4 (50 mg; 0.296 mmol), Na2CO3 (60.74 mg; 0.592 mmol), Pd(PPh3)4 (34.66 mg; 0.030 mmol) and boronic acid (1.5 equiv.) was heated at 130 C in dioxane/water (4/1, 3 mL) for 3h. The reaction was followed by TLC. After completion, the mixture was filtered by celite and concentrated under vacuum. The solid obtained was submitted to a column chromatography. The increase of polarity in solvent gradient was made from neat petroleum ether to mixture of AcOEt/petroleum ether (6:4).

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. 24415-66-5, 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Loubidi, Mohammed; Moutardier, Anais; Campos, Joana F.; Berteina-Raboin, Sabine; Tetrahedron Letters; vol. 59; 11; (2018); p. 1050 – 1054;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 3764-01-0, 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. 3764-01-0, name is 2,4,6-Trichloropyrimidine. A new synthetic method of this compound is introduced below.

A mixture of 2,4,6-trichloropyrimidine (1.Og, 5.4mmol), 3-amino-5-methyl-lH- pyrrazole (0.53g, 5.4mmol) and sodium carbonate (0.57g, 5.4mmol) in ethanol (25ml) was stirred at ambient temperature for 18 hours. Water was added and the resulting precipitate was collected by filtration, washed with water and a small amount of methanol and dried to give 2,6-dichloro-4-(5-methyl-lH-pyrazol-3-ylamino)pyrimidine (1.15g, 88%) as a colourless crystalline solid; NMR Spectrum 2.23 (s, 3Eta), 6.01 (s, IH), 7.24 (s, IH), 10.25 (br s, IH), 11.9 (br s, IH); Mass Spectrum 244 [MH]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3764-01-0, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/100461; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application 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.

The appropriately substituted benzyl triphenylphosphonium halide (e.g., 4- chlorobenzyltriphenylphosphonium chloride, 0.66 g, 1.56 mmol), was suspended in anhydrous THF (5.0 mL) with stirring under argon and cooled to -78 0C. Then, nBuLi (0.6 mL, 2.5 M in hexane) was added dropwise over 20 minutes and stirring was continued for an additional 0.5 h. Compound 1 (0.2 g, 1.04 mmol) was suspended/partially dissolved in anhydrous THF (15.0 mL) and added dropwise to the ylide solution. The cooling bath was removed and the mixture was stirred at room temperature for 2 h whereby TLC (1 :20 THF- CH2Cl2) showed no remaining starting material, 1. The yellow solution was cooled to -78 0C and treated cautiously with ammonium chloride (satd, 15 mL). The mixture removed from the cooling bath, and stirring was continued for 1.5 h before EtOAc ( 10.0 mL) was added. The organic phase was separated, washed with water (1 x 10 mL), dried (Na2SO4), filtered, and concentrated to dryness. Flash chromatography (1 :20 THF-CH2CI2) provided compound 2a (0.1 18 g, 37.7%, mixture of cis and trans isomers) as an off-white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5604-46-6, its application will become more common.

Reference:
Patent; SCHERING CORPORATION; SOUTHERN RESEARCH INSTITUTE; NJOROGE, F. George; PIWINSKI, John J.; SHIH, Neng-Yang; KWONG, Cecil D.; ANANTHAN, Subramaniam; CLARK, Jeremy; GENG, Feng; KEZAR, III, Hollis S.; MADDRY, Joseph A.; REYNOLDS, Robert C.; ROYCHOWDHURY, Abhijit; SECRIST, III, John A.; WO2010/22128; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 705263-10-1 ,Some common heterocyclic compound, 705263-10-1, molecular formula is C6H4BrN3, 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 microwave tube, add 6-bromo-pyrazolo [1, 5-a] pyrimidine (0.175 g, 0.884 MMOL), 2-(PYRIDIN-2-YL)-5, 6-DIHYDRO-4H-PYRROLO [1, 2-b] pyrazole-3-boronic acid (0.25 g, 1.09 mmol), tetrakis (triphenylphosphine) palladium (0) (31 mg, 0.027 mmol), 2M aqueous potassium carbonate (0.5 mL, 1.0 mmol) and dimethylsulfoxide (1.5 mL). Irradiate the reaction in a microwave reactor set at 110 C, 50 Watts, 10 min with external cooling. Dilute the reaction mixture with diethyl ether (250 mL) and extract the product into 0. 1M aqueous hydrochloric acid (450 mL). Make the aqueous solution basic by adding 5M aqueous sodium hydroxide (25 mL) and extract with dichloromethane (300 mL). Filter the organic layer and concentrate under reduced pressure. Recrystallize the resulting solid from ethyl acetate, filter, rinse with ethyl acetate, and dry at 100 C under vacuum to obtain 70 mg (26%) of the title compound as a tan solid. MS (electrospray, m/z) 302.9 (M+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. 705263-10-1, 6-Bromopyrazolo[1,5-a]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ELI LILLY AND COMPANY; WO2004/50659; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 13223-25-1, Adding some certain compound to certain chemical reactions, such as: 13223-25-1, name is 2-Chloro-4,6-dimethoxypyrimidine,molecular formula is C6H7ClN2O2, 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 13223-25-1.

Reference Example 2 Preparation of 4,6-dimethoxy-2-mercaptopyrimidine 2-Chloro-4,6-dimethoxypyrimidine (2.0 g) and sodium hydrosulfide (2.30 g) were dissolved in methanol, and the resulting solution was stirred at room temperature for 3 hours. The solvent was distilled off under reduced pressure, and the residue thus obtained was admixed with water. An extraction operation was carried out by using ether. The ether layer was dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure to give 2-chloro-4,6-dimethoxypyrimidine (1.95 g). mp. 101-102C. The aqueous layer was acidified with concentrated hydrochloric acid to pH 2, and the crystalline material thus formed was separated by filtration, and dried to give 4,6-dimethoxy-2-mercaptopyrimidine (0.01 g). Yield: 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. 13223-25-1, 2-Chloro-4,6-dimethoxypyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NIHON BAYER AGROCHEM K.K.; EP571856; (1993); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 74356-36-8 , The common heterocyclic compound, 74356-36-8, name is 2,4-Dimethyl-pyrimidine-5-carboxylic acid, molecular formula is C7H8N2O2, 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.

Reference Example L 78 2,4-dimethylpyrimidine 2,4-Dimethyl-5-pyrimidinecarboxylic acid was heated at 160C for 4 hrs. The reaction mixture was distilled under atmospheric pressure to give the title compound (17 g, yield 49%). b.p.: 152-153C. 1H-NMR(CDCl3)delta: 2.50 (3H, s), 2.70 (3H, s), 6.98 (1H, d, J= 5.1Hz), 8.49 (1H, d, J= 5.1Hz).

The synthetic route of 74356-36-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1402900; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 6299-25-8, Adding some certain compound to certain chemical reactions, such as: 6299-25-8, name is 4,6-Dichloro-2-(methylthio)pyrimidine,molecular formula is C5H4Cl2N2S, 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 6299-25-8.

4,6-Dichloro-2-(methylthio)pyrimidine (10 g, 51 mmol) was dissolved in a mixtureButanol/NH4OH (100 ml/50 ml). It was stirred for V2 h in a sealed tube (internal pressure 42 PSI) heated to 8O0C. After cooling to RT, the organic layer was separated, dried over MgSO4 and concentrated. 6.0 g (66%) of the desired intermediate was obtained as a colourless solid; mlz (ES+) 175, 177 (MH+).

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. 6299-25-8, 4,6-Dichloro-2-(methylthio)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2007/141571; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia