Tag: M.W:100-200

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. 16462-27-4, name is 2,4-Diaminopyrimidine-5-carbonitrile, the common compound, a new synthetic route is introduced below. Formula: C5H5N5

To a suspension of 2,4-diaminopyrimidine-5-carbonitrile (2) (0.41 g, 2 mmol) in MeOH (20 mL) was added Nickel (0.13 g, 2 mmol) under H2, and the mixture was at 25 C stirred for 24 h. Then the reaction mixture was filtered, the filtrate was removed under reduced pressure and the residue was dissolved in water, then the aqueous solution was extracted with ethyl acetate (50 mL 3). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate and concentrated to give the crude product, which was purified by column chromatography to give 2,4-diaminopyrimidine-5-carbaldehyde (3) (0.22 g, 80% yield) as a white solid.

The synthetic route of 16462-27-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Wenhua; Yao, Xue; Huang, Zhenghui; Mao, Fei; Guan, Longfei; Tang, Yun; Jiang, Hualiang; Li, Jian; Huang, Jin; Jiang, Lubin; Zhu, Jin; Chinese Chemical Letters; (2019); p. 250 – 254;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 5750-76-5, 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. 5750-76-5, name is 2,4,5-Trichloropyrimidine, molecular formula is C4HCl3N2, 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.

2-(isopropylsulfonyl)phenylamine (9.96 g, 50 mmol) was weighed and dissolved in N,N-dimethylformamide(DMF, 100 mL), to which sodium hydride (NaH, 2.4 g, 100 mmol) was slowly added on an ice bath and stirred for 0.5 h.A solution of 2,4,5-trichloropyrimidine (11.0 g, 60 mmol) dissolved in 20 mL of DMF was slowly added dropwise on anice bath. After the addition, the mixture was reacted overnight at room temperature, washed with water, and extractedwith ethyl acetate. After drying and concentration, the crude material was purified by column chromatography to give awhite solid 1-1 (6.9 g, 40%). MS(ESI): m/z 346.0 (M + H)+. 1H NMR (400 MHz, CDCl3) delta 10.07(s, 1 H), 8.63 (d, J = 8.0Hz, 1 H), 8.30 (s, 1 H), 7.92 (d, J = 7.4 Hz, 1 H), 7.73 (t, J = 7.4 Hz, 1 H), 7.33 (t, J = 7.0 Hz, 1 H), 3.22 (heptet, J = 6.0Hz,1 H), 1.32 (d, J = 6.0 Hz, 6 H). 13C NMR (100 MHz, CDCl3) delta 157.8, 156.3, 155.6, 137.3, 135.2, 131.4, 124.5, 124.2,122.7, 115.2, 56.1, 15.3.

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 5750-76-5, 2,4,5-Trichloropyrimidine.

Reference:
Patent; Precedo Pharmaceuticals Co., Ltd.; LIU, Jing; LIU, Qingsong; JIANG, Taoshan; WANG, Aoli; WU, Jiaxin; WU, Hong; QI, Ziping; CHEN, Yongfei; ZOU, Fengming; WANG, Wenchao; ZHAO, Zheng; WANG, Li; WANG, Beilei; (75 pag.)EP3392245; (2018); A1;,
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.51674-77-2, name is 4-Chloropyrido[3,2-d]pyrimidine, molecular formula is C7H4ClN3, molecular weight is 165.58, as common compound, the synthetic route is as follows.Product Details of 51674-77-2

Intermediate 9 (700 mg, 2.06 mmol), ethyl 1-piperazineacetate (0.5 g), «-BuOH (10 mL) and DIPEA (2 mL) were combined in a sealed tube and heated at 130C for 12 days. The reaction mixture was cooled, concentrated onto silica and purified by column chromatography (Si02, 0-100% EtOAc in isohexane). The resulting material, EtOH (7 mL) and 2M HC1 in Et20 (5 mL) were combined and stirred at r.t. for 3 days. The reaction mixture was concentrated to give a pale yellow solid. A portion of this material (50 mg), «-BuOH (6 mL), DIPEA (1 mL) and 4-chloropyrido[3,2-<%yrimidine (50 mg, 0.25 mmol) were combined in a sealed tube and heated under microwave irradiation at 160C for 2 h. 15% NaOH solution (0.2 mL) was added to the reaction mixture, which was stirred at r.t. for 3 days. The mixture was concentrated to dryness and purified by preparative HPLC to give the title compound (38.1 mg) as a brown glass. 5H (DMSO-<¾) 8.93-8.85 (2H, m), 8.53 (IH, s), 8.49 (IH, s), 8.17 (IH, dd, J 8.46, 1.58 Hz), 7.90 (IH, dd, J 8.46, 4.25 Hz), 7.72 (IH, dd, J 8.91, 6.29 Hz), 7.30 (IH, t, J 9.11 Hz), 5.90-5.81 (IH, m), 3.76-3.65 (2H, m), 3.27 (2H, s), 3.25-3.17 (2H, m), 2.98-2.89 (2H, m), 2.88-2.79 (2H, m), 2.57 (3H, s), 1.64 (3H, d, J 6.69 Hz). LCMS (ES+) 476 (M+H)+, RT 2.43 minutes (Method 1) At the same time, in my other blogs, there are other synthetic methods of this type of compound,51674-77-2, 4-Chloropyrido[3,2-d]pyrimidine, and friends who are interested can also refer to it. Reference:
Patent; UCB PHARMA S.A.; ALLEN, Daniel, Rees; BUeRLI, Roland; HAUGHAN, Alan, Findlay; MATTEUCCI, Mizio; OWENS, Andrew, Pate; RAPHY, Gilles; SHARPE, Andrew; WO2011/58108; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5305-40-8, 4,6-Dichloropyrimidine-5-carbaldehyde, 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: 5305-40-8, blongs to pyrimidines compound. Recommanded Product: 5305-40-8

4-Amino-6-chloropyrimidine-5-carbaldehyde (27) [0169] A solution of 7 M NH3 in MeOH (265 mL, 1.855 mol, 2.0 equiv) was added over 1.25 h to a solution of 4,6-dichloropyrimidine-5-carbaldehyde (163.7 g, 0.9301 mol) in toluene (3 L) at ambient temperature. The reaction temperature slowly increased from 20 to 26 C. and a yellow suspension formed. Mild cooling was applied to maintain the reaction temperature at below 26 C. The suspension was stirred at ambient temperature for 3.5 h before the solids were collected by filtration. The solids were washed with EtOAc (1 L). The filtrate was concentrated under reduced pressure, and the solids were triturated with toluene and n-heptane (2:1 v/v, 600 mL), filtered and dried to give 71.1 g of 4-amino-6-chloropyrimidine-5-carbaldehyde as a yellow solid. The original solid filtered from the reaction mixture contained additional amount of 4-amino-6-chloropyrimidine-5-carbaldehyde. The product was extracted from the filtered solid by stirring in EtOAc (1.25 L) for 1.5 h, filtering, then stirring in THF (750 mL) for 1 h and again filtering. Both EtOAc and THF filtrates were concentrated under reduced pressure, and the resulting solids were triturated with toluene and n-heptane (2:1 v/v, 450 mL), filtered and dried to give an additional 44.1 g of 4-amino-6-chloropyrimidine-5-carbaldehyde as a yellow solid. The combined yield of 4-amino-6-chloropyrimidine-5-carbaldehyde (115.2 g, 146.5 g theoretical) was 78.6%. 1H NMR (300 MHz, DMSO-d6) delta 10.23 (s, 1H), 8.71 (bs, 1H), 8.55 (bs, 1H), 8.39 (s, 1H) ppm; C5H4ClN3O (MW, 157.56), LCMS (EI) m/e 158 (M++H).

The synthetic route of 5305-40-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Incyte Corporation; Liu, Pingli; Wang, Dengjin; Wu, Yongzhong; Cao, Ganfeng; Xia, Michael; US2014/256941; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 13223-25-1 , The common heterocyclic compound, 13223-25-1, name is 2-Chloro-4,6-dimethoxypyrimidine, molecular formula is C6H7ClN2O2, 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 2 Preparation of ethyl 3-(4,6-dimethoxypyrimidin-2-yl)oxy picolinate (Compound No. 2) To 0.5 g of 60% sodium hydride, 50 ml of hexane was added, and subjected to decantation. Then, the mixture was suspended in 30 ml of dimethylformamide. To the dimethylformamide suspension, 1.9 g of ethyl 3-hydroxypicolinate was gradually added, and the 2.0 g of 2-chloro-4,6-dimethoxypyrimidine was added. The mixture was heated and stirred at a reaction temperature of from 130 to 140 C. for 4 hours. After cooling, the reaction solution was poured into water, and extracted with ethyl acetate. The extract was washed with water and dried over magnesium sulfate. Ethyl acetate was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain 1.4 g of ethyl 3-(4,6-dimethoxypyrimidin-2-yl)oxy picolinate. (Yield: 40%, pale yellow liquid, refractive index nD20 =1.5389)

The synthetic route of 13223-25-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kumiai Chemical Industry Co., Ltd.; Ihara Chemical Industry Co., Ltd.; US4832729; (1989); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 4983-28-2, Adding some certain compound to certain chemical reactions, such as: 4983-28-2, name is 2-Chloro-5-hydroxypyrimidine,molecular formula is C4H3ClN2O, 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 4983-28-2.

A combination of methanesulfonic acid-l-(3-ethyl-[l,2,4]oxadiazol-5-yl)piperidin-4- ylmethyl ester (Preparation 52, 440mg, 1.51mmol), 2-chloropyrimidin-5-ol (270mg, 1.81mmol) and potassium carbonate (417mg, 3.02mmol) in DMF (20mL) was heated to 100°C in a microwave reactor for 2 h. The reaction solvent was concentrated in vacuo and the resulting residue was dissolved in EtOAc. The solution was washed with 1M NaOH solution (x 2), brine, then dried (MgS04), before removal of the solvent in vacuo.Purification by column chromatography (DCM:MeOH, 95:5) afforded the title compound: 1H NMR deltaEta (400MHz , CDC13): 8.27 (s, 1H), 8.25 (s, 1H), 4.26 – 4.15 (m, 2H), 3.95 – 3.85 (m, 2H), 3.15 – 3.00 (m, 2H), 2.62 – 2.50 (m, 2H), 2.15 – 2.01 (m, 1H), 1.97 – 1.85 (m, 2H), 1.52 – 1.38 (m, 2H), 1.30 – 1.19 (m, 3H).

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. 4983-28-2, 2-Chloro-5-hydroxypyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PROSIDION LIMITED; BARBA, Oscar; BELL, James, Charles; DUPREE, Tom, Banksia; FRY, Peter, Timothy; BERTRAM, Lisa, Sarah; FYFE, Matthew, Colin, Thor; GATTRELL, William; JEEVARATNAM, Revathy, Perpetua; KEILY, John; KRULLE, Thomas, Martin; MCDONALD, Russell, Walker; MORGAN, Trevor; RASAMISON, Chrystelle, Marie; SCHOFIELD, Karen, Lesley; STEWART, Alan, John, William; SWAIN, Simon, Andrew; WITHALL, David, Matthew; WO2011/147951; (2011); 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. 56-09-7, name is 2-Amino-6-hydroxypyrimidin-4(3H)-one, the common compound, a new synthetic route is introduced below. Application In Synthesis of 2-Amino-6-hydroxypyrimidin-4(3H)-one

Intermediate 292-Amino-4,6-dichloropyrimidine-5-carbaldehvdePhosphorus oxychloride (93 mL, 1020.54 mmol) was cooled to 50C using an ice bath. Dry DMF (35 mL) was added slowly with stirring over 30 min to the phosphorus oxychloride. A white precipitate formed during the addition. The reaction mixture was gently warmed (450C) to dissolve the precipitate and produce a clear solution to which was added 2- aminopyrimidine-4,6-diol (24.2 g, 190.40 mmol) in small portions over 1 h, then the mixture was heated at 8O0C. The reaction mixture turned a dark red-brown color. After 12 hours, the reaction mixture was cooled to room temperature and excess POCl^ was removed by rotary evaporation. The oily residue was poured over ice. The mixture became homogeneous and was allowed to stir at room temperature overnight to hydrolyze the Vilsmeier adduct. A yellow solid precipitated from solution and was collected by filtration, washed with water and dried under vacuum. The solid precipitate was recrystallized from hot EtOAc. Isolation gave27.7 grams of the title compound. Reference: Bell, L., et ah, J. Heterocyclic Cheni., 1983,20, 41.LC/MS (ES+)[(M+H)+]: 192, 194 for C5H3ClN3O. 1H NMR (300 MHz, d6-DMSO): 8.51 (s,2H), 10.06 (s, IH).

The synthetic route of 56-09-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/27732; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 4316-97-6, Adding some certain compound to certain chemical reactions, such as: 4316-97-6, name is 4,6-Dichloro-5-methylpyrimidine,molecular formula is C5H4Cl2N2, 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 4316-97-6.

Example 971-(2-(6-chloro-5-methylpyrimidin-4-yloxy)benzyl)-3-(3-t-butyl-1-p-tolyl-1 H-pyrazol-5-yl)urea [Show Image] A solution of 4,6-dichloro-5-methylpyrimidine (82 mg) in acetone (1mL) was cooled to 0C, and 1-(2-hydroxybenzyl)-3-(3-t-butyl-1-p-tolyl-1H-pyrazol-5-yl)urea (189 mg) and aqueous 1N sodium hydroxide solution (0.6 mL) were added thereto. This reaction mixture was allowed to warm to room temperature and stirred overnight. Saturated ammonium chloride was added to the reaction mixture, and the resulting mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, and was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/n-hexane = 1/1) to obtain the desired product (166 mg, yield: 66%). 1H-NMR (CDCl3):delta 8.19 (s, 1H), 7.37-7.02 (m, 8H), 6.14 (s, 1H), 5.95 (s, 1H), 5.11 (t, 1H, J = 5.6 Hz), 4.31 (d, 2H, J = 5.6 Hz), 2.39 (s, 3H), 2.37 (s, 3H), 1.32 (s, 9H) MS (ESI):505 (M+H+)

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. 4316-97-6, 4,6-Dichloro-5-methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TORAY INDUSTRIES, INC.; EP1970375; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 13418-77-4, 2-Amino-5-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, COA of Formula: C5H7N3O, blongs to pyrimidines compound. COA of Formula: C5H7N3O

Step 1: Synthesis of N-{4-[(5-methoxypyrimidin-2-yl)sulfamoyl] phenyl}acetamide 20.1 [00358] To a solution of 5-methoxypyrimidin-2-amine (200 mg, 1.6 mmol) in MeCN (5 ml) was added pyridine (86 mu, 1.07 mmol) and the resulting solution was cooled to 0C. A solution of 4-(acetylamino)benzenesulfonyl chloride (250 mg, 1.07 mmol) in MeCN (10ml) was added drop wise over five minutes, the resulting mixture was stirred under nitrogen at 0C then allowed to warm to rt and stirred for 18h. The solvent was removed in vacuo and the remaining solid was purified by flash column chromatography (DCM/iPrOH 99/1 to 90/10) to afford 190 mg (41%) of N-{4-[(5-methoxypyrimidin-2-yl)sulfamoyl]phenyl}acetamide 20.1 as a white powder.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13418-77-4, 2-Amino-5-methoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; RAZE THERAPEUTICS, INC.; SAIAH, Eddine; (148 pag.)WO2016/40449; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 10320-42-0, 2-Chloro-5-nitropyrimidine, 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: 10320-42-0, blongs to pyrimidines compound. SDS of cas: 10320-42-0

A mixture of 1 ,4-diazabicyclo[3.2.2]nonane (0.87 g, 6.90 mmol), 2-chloro-5- nitro-pyrimidine (1.56 g, 6.27 mmol) and dioxane (75 ml) was stirred at room- temperature for 15 h. Aqueous sodium bicarbonate (20 ml, 10percent) was added followed by extraction with ethylacetate (3 x 20 ml). The organic phase was dried and evaporated and a yellow powder was isolated. Yield 0.86 g (55percent). Mp 135-139°C.

The synthetic route of 10320-42-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NEUROSEARCH A/S; WO2009/62987; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia