Day: March 24, 2022

Electric Literature of 71470-41-2, 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 71470-41-2, name is Ethyl 4-aminopyrimidine-2-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Example 264a 2-(4-Aminopyrimidin-2-yl)propan-2-ol 264a To a solution of ethyl 4-aminopyrimidine-2-carboxylate (840 mg, 5.0 mmol) in anhydrous tetrahydrofuran (50 mL) cooled at -20 C was added a solution of methylmagnesium bromide in THF (8.5 mL, 25.0 mmol, 3.0 M) over a period of 5 minutes. The reaction mixture was stirred at 0C for another 2 h. It was then quenched with saturated NH4Cl (20 mL) and concentrated under reduced pressure. The residue was extracted with ethyl acetate (5 X 40 mL). The combined organic layer was dried over anhydrous Mg2SO4, filtered, and evaporated under reduced pressure. The residue was purified by reverse-phase Combiflash to afford 264a as yellow solid (240 mg, 32%) MS-ESI: [M+H]+ 154.1

According to the analysis of related databases, 71470-41-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F.Hoffmann-La Roche AG; CRAWFORD, James John; ORTWINE, Daniel Fred; WEI, BinQing; YOUNG, Wendy B.; EP2773638; (2015); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 37482-64-7, 2-Chloro-4-ethoxy-6-methylpyrimidine, 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, Computed Properties of C7H9ClN2O, blongs to pyrimidines compound. Computed Properties of C7H9ClN2O

EXAMPLE 10 4-Ethoxy-2-(1-imidazolyl)-6-methylpyrimidine In anhydrous tetrahydrofuran, 173 mg of 2-chloro-4-ethoxy-6-methylpyrimidine was substituted with 68 mg of imidazole. The reaction mixture was treated according to the procedure of Example 5 to yield 103 mg of 4-ethoxy-2-(1-imidazolyl)-6-methylpyrimidine, recrystallized from a mixture of n-hexane and ethyl acetate, having a melting point of 115.5-116 C. NMR(CDCl3)delta: 1.13(3H,t,J=8 Hz), 2.44(3H,s), 4.50(2H,q,J=8 Hz), 6.43(1H,s), 7.20(1H,s), 7.90(1H,s), 8.63(1H,s).

The synthetic route of 37482-64-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nissin Shokuhin Kabushiki Kaisha; US4849424; (1989); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 17180-94-8, 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.17180-94-8, name is 5-Chloropyrimidine, molecular formula is C4H3ClN2, molecular weight is 114.53, as common compound, the synthetic route is as follows.

2-Phenoxypyrimidine. (Intermediate AY) A mixture of 5-chloropyrimidine (5.00 g, 0.0437 mol), phenol (5.38 g, 57.2 mmol), dibenzo-18-crown-6 (0.84g, 0.0023 mol) and ground potassium hydroxide (5.92 g, 0.1055 mol) in toluene (75 ml) was heated at reflux for 3 hours with azeotropic removal of water. The mixture was allowed to cool to ambient temperature and the solvent was removed under reduced pressure. The residue was partitioned between water and chloroform. The layers were separated and the aqueous phase was extracted with chloroform three times. The combined organic layers were dried over magnesium sulfate, filtered and evaporated to give 2-phenoxypyrimidine as a white powder (95% pure, 4.56 g, 0.0265 mol): 1H NMR (CDC3, 400 MHz) 8.57 (d, 2H), 7.43 (t, 2H), 7.26 (t, 1H), 7.20 (d 2H); TLC (n-heptane/ethyl acetate =1: 1) Rf 0.42 2-(4-Iodophenoxy)pyrimidine (Intermediate AZ)

The chemical industry reduces the impact on the environment during synthesis 17180-94-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Abbott Laboratories; US2002/156081; (2002); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 43024-61-9, 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 43024-61-9, name is Ethyl 7-hydroxypyrazolo[1,5-a]pyrimidine-6-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

(b) Ethyl 4,7-dihydro-4-ethyl-7-oxo-pyrazolo[1,5-a]pyrimidine-6-carboxylate4 A mixture of ethyl 7-hydroxypyrazolo[1,5-a]pyrimidine-6-carboxylate (2.07g, 10mM), anhydrous potassium carbonate (1.38g, 10mM) and ethyl iodide (2.34g, 15mM) in dry N,N-dimethylformamide (50ml) was heated under reflux for 5 hours. The reaction mixture was evaporated in vacuo to given an oil, which was dissolved in water (50ml) and the pH adjusted to 1.0 with 5N hydrochloric acid. The solution was extracted with chloroform and dried over anhydrous magnesium sulphate. The chloroform extract was evaporated in vacuo and the residue was recrystallized from acetone. Yield 980 mg (41.7%). m.p. 164-5 C. delta (DMSO-d6), STR43 4.36 (4H, q, –CH2 CH3), 1.45 (3H, t, –CH2 CH3), 1.33 (3H, t, –CH2 CH3); numax (nujol) 17.12 (ester C=O), 1680 (lactam C=O)cm-1 (Found: C, 56.21; H, 5.67; N, 18.13%. C11 H13 N3 O3 requires C, 56.12; H, 5.57; N, 17.80%).

According to the analysis of related databases, 43024-61-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beecham Group Limited; US4081545; (1978); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 392326-81-7 ,Some common heterocyclic compound, 392326-81-7, molecular formula is C10H8BrN3, 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.

Compound 8a (12.5 g, 50.0 mmol), 2-bromo-2-phenylacetophenone (16.5 g, 60.0 mmol), NaHCO3(5.04g, 60.0mmol) were dissolved in isopropanol (100 mL), refluxed and Stir for 12h.The isopropanol was removed by rotary evaporation in vacuo, and then dichloromethane (60 mL) and water (30 mL) were added to the solid residue.After the organic phase was separated, it was washed twice with saturated saline.The solvent was removed by vacuum rotary evaporation, and the residue was purified by silica gel chromatography to obtain solid compound 8b (13.2 g, 31.0 mmol) in a yield of 62%.

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. 392326-81-7, 4-(4-Bromophenyl)pyrimidin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shenzhen Huaxing Optoelectric Semiconductor Display Co., Ltd.; Wang Shipan; (37 pag.)CN110357882; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 59864-30-1, 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. 59864-30-1, name is 2,6-Dimethoxypyrimidine-4-carboxylic acid, molecular formula is C7H8N2O4, 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.

Example 43 Preparation of (S)-3-[(2,6-dimethoxy-pyrimidine-4-carbonyl)-amino]-2-{[5-(3-hydroxy-benzylcarbamoyl)-3-methyl-thiophene-2-carbonyl]-amino}-propionic acid (S)-3-amino-2-{[5-(3-hydroxy-benzylcarbamoyl)-3-methyl-thiophene-2-carbonyl]-amino}-propionic acid methyl ester (HCl salt) (100 mg, 0.23 mmol) was dissolved in DMF (2.5 ml) and the following reagents were successively added at rt: 2,6-dimetoxy-pyrimidine-4-carboxylic acid (47 mg, 0.26 mmol), triethylamine (0.10 ml, 0.70 mmol), HOBT (38 mg, 0.28 mmol), and HBTU (110 mg, 0.28 mmol). The mixture was stirred at rt for 1 h, then quenched with 1N HCl and extracted with EtOAc. The layers were separated. The organic layer was successively washed with water and brine, then dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by flash chromatography with 50-100% EtOAc in hexane to afford the desired methyl ester (60 mg, 46% yield). This ester was dissolved in THF/water (2 ml/1 ml) and treated with LiOH.H2O (44 mg, 1.0 mmol) at 40 C. for 40 min. The mixture was quenched with 1N HCl and concentrated. The crude was purified by reverse phase HPLC to afford the desired product (39 mg, 72% yield). MS m/e 544.0 (M+H+).

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 59864-30-1, 2,6-Dimethoxypyrimidine-4-carboxylic acid.

Reference:
Patent; Gillespie, Paul; Michoud, Christophe; Rupert, Kenneth Carey; Thakkar, Kshitij Chhabilbhai; US2012/238569; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 60025-06-1, Adding some certain compound to certain chemical reactions, such as: 60025-06-1, name is 1-(4,6-Dichloropyrimidin-5-yl)ethanone,molecular formula is C6H4Cl2N2O, 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 60025-06-1.

Step 2 – Synthesis of Compound 13B; Compound 13A (860 mg) was dissolved in DMF (5 mL) and to the resulting solution was added DIPEA (1.1 mL, 1.4 eq), followed by compound 12B (1.36 g, 1.4 eq). The resulting reaction was allowed to stir at room temperature under nitrogen atmosphere for 2.5 hours, then the reaction mixture was heated at 60 0C and allowed to stir at this temperature for an additional 19 hours. The reaction mixture was cooled to room temperature and concentrated in vacuo to provide a brown oily residue which was purified using flash column chromatography on silica gel to provide compound 13B (192 mg, 12%).

According to the analysis of related databases, 60025-06-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SCHERING CORPORATION; NEELAMKAVIL, Santhosh, Francis; BOYLE, Craig, D.; HARRIS, Joel, M.; STAMFORD, Andrew, W.; HAO, Jinsong; NEUSTADT, Bernardt, R.; CHACKALAMANNIL, Samuel; XIA, Yan; GREENLEE, William, J.; WO2010/9207; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 175277-33-5, 4-(Dimethoxymethyl)-2-methylpyrimidine, 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, 175277-33-5, blongs to pyrimidines compound. Quality Control of 4-(Dimethoxymethyl)-2-methylpyrimidine

1.1.2 2-Methyl-pyrimidine-4-carbaldehyde oxime; To a solution of 4-dimethoxymethyl-2-methyl-pyrimidine (10 g) from 1.1.1 in methanol (100 ml.) was added 8.2 g of hydroxylamine hydrochloride and 10% HCI and the reaction mixture was heated under reflux for 2 h. After cooling to room temperature, the pH was adjusted to 8 using solid sodium carbonate. The mixture was stirred for 30 minutes. The solid was sucked off, dried at 500C under reduced pressure to yield 6.0 g (73%) of the title compound as 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,175277-33-5, its application will become more common.

Reference:
Patent; BASF SE; WO2008/62011; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 3438-61-7, 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 3438-61-7, name is 5-Amino-4-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

[00115] To the solution of methyl 4-(5-ethyl-2-(5-methylisoxazol-3-yl)thiazol-4-yl)benzoate (73 mg, 0.22 mmol) in toluene (4 mL) was added 4-methylpyrimidin-5-amine (46 mg, 0.42 mmol) and AlMe3 (2M solution in toluene, 0.21 mL, 0.42 mmol). The reaction was heated in microwave at 110C for 15 min before it was diluted with EtOAc (15 mL) and washed with IN NaOH (25 mL chi 2). The organic phase was dried over magnesium sulfate, filtered, and concentrated. Column chromatography gave Compound 6 in 73% yield. [00116] NMR (400 MHz, CDCls) delta 9.27 (s, 1H), 8.96 (s, 1H), 8.03 – 7.96 (m, 2H), 7.87 – 7.81 (m, 2H), 7.70 (s, 1H), 6.60 (d, / = 1.1 Hz, 1H), 3.07 (q, / = 7.5 Hz, 2H), 2.61 (s, 3H), 2.52 (d, / = 1.0 Hz, 3H), 1.42 (t, / = 7.5 Hz, 3H). ESMS cacld (C21H19N5O2S): 405.1; found: 406.3 (M+H).

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 3438-61-7, 5-Amino-4-methylpyrimidine.

Reference:
Patent; SYNTA PHARMACEUTICALS CORP.; CHEN, Shoujun; ZHANG, Junyi; JIANG, Jun; KOWALCZYK-PRZEWLOKA, Teresa; XIA, Zhiqiang; ZHANG, Shijie; WO2013/63385; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 30129-57-8, 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. 30129-57-8, name is 6-Methyl-1H-pyrazolo[3,4-d]pyrimidin-4(7H)-one, molecular formula is C6H6N4O, 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.

6-Methyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one (134 mg, 0.89 mmol.) was taken into thionyl chloride (3 mL) followed by addition of DMF (0.2 mL) and the mixture was brought to reflux over 30 minutes. The resulting solution was concentrated and the residue partitioned with ethyl acetate and saturated aqueous sodium bicarbonate. The organic phase was washed with brine then dried over anhydrous sodium sulfate, filtered and concentrated to afford a yellow oil.

According to the analysis of related databases, 30129-57-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EXELIXIS, INC.; WO2005/117909; (2005); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia