Tag: M.W:100-200

Electric Literature of 886365-46-4, 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.886365-46-4, name is 5-Chloro-3-methylpyridine-2-carboxylic acid, molecular formula is C7H6ClNO2, molecular weight is 171.58, as common compound, the synthetic route is as follows.

Thionyl chloride (71 mul, 962 mumol) is added to a mixture of 5-chloro-3-methyl-pyridine-2-carboxylic acid (150 mg, 874 mumol), toluene (1 ml) and DMF (20 mul). The mixture is heated to 60 C. for 1 hour. The mixture is concentrated in vacuo and the crude product used directly without further purification.

The chemical industry reduces the impact on the environment during synthesis 886365-46-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; REISER, Ulrich; US2015/57286; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 98121-41-6, name is 3-Amino-5,6-dichloropyridine, molecular formula is C5H4Cl2N2, 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. Safety of 3-Amino-5,6-dichloropyridine

5-Amino-2,3-dichloropyridine (0.80 g) in dichloromethane (10 ml) was added to boron trifluoride etherate (0.92 ml) at -15 C. under nitrogen. Dichloromethane (15 ml) was added followed by t-butylnitrite (0.71 ml) in dichloromethane (5 ml). After 15 minutes the mixture was allowed to warm to -5 C. over 20 minutes. Hexane was added and the resulting solid was filtered, air-dried and washed with ether and stored at approximately -20 C. overnight. The solid was then heated until gas evolution had ceased and the product kugelrohr distilled to give 2,3-dichloro-5-fluoropyridine (0.104 g).

With the rapid development of chemical substances, we look forward to future research findings about 98121-41-6.

Reference:
Patent; Zeneca Limited; US5922732; (1999); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 75115-28-5, Adding some certain compound to certain chemical reactions, such as: 75115-28-5, name is N3-Benzylpyridine-3,4-diamine,molecular formula is C12H13N3, 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 75115-28-5.

General procedure: The vial containing the crude diaminopyridine was equipped with a magnetic stir bar and sealed with a teflon screw cap. Aldehyde (2 mol eqwith respect to the theoretical yield of the first reaction) and then nBuOH was added via syringe to give a diaminopyridine concentration of 0.3 M based on the theoretical yield of the first reaction. The reaction mixture was stirred at 110 C for 18-24 h with needle inserted in septum to expose reaction to air. The mixture was cooled to room temperature, diluted with ethyl acetate, and poured into aqueous saturated NaHCO3. The organic phase was separated and the aqueous phase was extracted twice more into ethyl acetate. The combined organic phases were driedover Na2SO4. The solvent was removed under reduced pressure. The residue was purified by flash column chromatography on silica gel, typically using EtOAc, 0 ->10% MeOH.

According to the analysis of related databases, 75115-28-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Li, Chaomin; Chen, Lily; Steinhuebel, Dietrich; Goodman, Andrew; Tetrahedron Letters; vol. 57; 25; (2016); p. 2708 – 2712;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 62135-58-4, Adding some certain compound to certain chemical reactions, such as: 62135-58-4, name is Ethyl [1,2,4]triazolo[1,5-a]pyridine-2-carboxylate,molecular formula is C9H9N3O2, 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 62135-58-4.

Step 2Ethyl 3-(F 1 ,2,4ltriazolo 11 ,5-alpyridin-2-yl)-3 -oxoyrotanoate To a mixture of ethyl [1,2,4]triazolo[1,5-a]pyridine-2-carboxylate (590 mg, 3.09 mmol) and ethyl acetate (1.81 mL, 18.5 mmol) in THF (6 mL) at -50 C was quickly added lithiumbis(trimethylsilyl)amide (1 M in toluene, 9.26 mL, 9.26 mmol). The mixture was stirred for 30 mm, and then quenched with acetic acid, washed with water, sodium bicarbonate, and brine. Purification by chromatography (silica, 50 – 100% ethyl acetate in hexanes) gave ethyl 3- ([1,2,4]triazolo[1,5-a]pyridin-2-yl)-3-oxopropanoate (350 mg, 49 %) as a clear oil.

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. 62135-58-4, Ethyl [1,2,4]triazolo[1,5-a]pyridine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BHAGIRATH, Niala; DOMINIQUE, Romyr; KENNEDY-SMITH, Joshua; LUCAS, Matthew C.; PADILLA, Fernando; WO2014/64134; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.5096-11-7, name is (S)-1-(3-Pyridyl)ethanol, molecular formula is C7H9NO, molecular weight is 123.15, as common compound, the synthetic route is as follows.Computed Properties of C7H9NO

EXAMPLE 6 (+)-(R)-1-(3-Pyridyl)ethyl 1-adamantanecarboxylate The method followed that described in Example 1, but using (+)-(R)-1-(3-pyridyl)ethanol [87% ee; prepared by asymmetric reduction of 3-acetylpyridine with (+)-B-chlorodiisopinocampheyl borane, J. Chandrasekharan, P. V. Ranachandran and H. C. Brown, J. Org. Chem., 50, 5446-5448 (1985)] (0.62 g, 5.0 mmol) in THF (20 ml), n-butyllithium (2.5 M; 2.0 ml, 5.0 mmol) in hexane, and 1-adamantanecarbonyl chloride (1.09 g, 5.5 mmol) in THF (5 ml). Chromatography, on elution with ether-petrol-triethylamine 100:50:1, gave the title compound (1.16 g, 81%) as an oil. [alpha]D +29.9 (c 2, MeOH), 87% ee. Recrystallisation of the (-)-(1R)-10-camphorsulfonate salt from ethyl acetate, and reliberation of the free-base, afforded the title compound with 98% ee, [alpha]D +33.7 (c 2, MeOH). IR numax 1728 cm-1; 1 H-NMR (CDCl3) delta1.54 (3H, d, J 6.5 Hz, CHCH3), 1.72 and 1.90 (12H, 2s, adamantyl CH2), 2.03 (3H, s, adamantyl CH), 5.88 (1H, q, J 6.5 Hz, CHCH3), 7.30 (1H, m, Py 5-H), 7.65 (1H, m, Py 4-H), 8.56 (1H, m, Py 6-H), 8.63 (1H, m, Py 2-H); MS m/z 285 (M+). Anal. Calcd: C, 75.76; H, 8.12; N, 4.91. Found: C, 75.30; H, 8.18; N, 4.46%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5096-11-7, (S)-1-(3-Pyridyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; British Technology Group Limited; US5595995; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 936841-69-9, 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. 936841-69-9, name is 4-(Trifluoromethyl)picolinonitrile, molecular formula is C7H3F3N2, 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.

A solution of the product from Step B (1.3 g, crude) in a mixed solvent of HC1 (conc.) and dioxane (20 mL, 1:1) was refluxed for 2 hours. The mixture was concentrated to obtain the titleproduct (350 mg, 60% for 2 steps) as a brown solid which was used for the next step without any further purification. MS: MIe 192 (M+1).

According to the analysis of related databases, 936841-69-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BEIGENE, LTD.; ZHOU, Changyou; ZHANG, Guoliang; WO2014/206344; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 33252-28-7, 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. 33252-28-7, name is 6-Chloronicotinonitrile, molecular formula is C6H3ClN2, 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.

Step 1: 6-Isopropoxynicotinonitrile (48). To a stirring suspension of Potassium tert-butoxide (6.0 g, 54.12 mmol) in THF (200 mL) at 0 C. was added isopropanol (4.17 mL, 54.13 mmol) and the reaction mixture was stirred for 5 min. Compound 47 (5.0 g, 36.08 mmol) was added at 0 C. and the reaction mixture was stirred for 2 h at room temperature. The reaction mixture was concentrated in vacuo, the resulting residue was dissolved/suspended in water and extracted with EtOAc. The combined organic layers were washed with sat. NaCl, dried and concentrated to afford 48 (5.6 g) which was used as such for the next step.

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 33252-28-7, 6-Chloronicotinonitrile.

Reference:
Patent; Exelixis, Inc.; US2010/249071; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 135900-33-3, 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.135900-33-3, name is 6-(Trifluoromethoxy)pyridin-3-amine, molecular formula is C6H5F3N2O, molecular weight is 178.11, as common compound, the synthetic route is as follows.

A mixture of Example 235C (0.095 g, 0.350 mmol), PyBOP ((1H- benzo[(i] [l ,2,3]triazol-l-yl)oxy)tri(pyrrolidin-l-yl)phosphonium hexafluorophosphate(V)) (0.219 g, 0.420 mmol), 6-(trifluoromethoxy)pyridin-3-amine (0.075 g, 0.420 mmol), and triethylamine (0.073 mL, 0.525 mmol) in N,N-dimethylformamide (DMF) (3 mL) was stirred for 3 hours. The reaction mixture was quenched with brine and saturated NaHC(, and extracted with ethyl acetate (2x). The combined organic layers were washed with brine, dried over (1679) MgSO/t, filtered, and concentrated. The residue was purified on a 12 g column using the Biotage Isolera One flash system eluted with heptanes/ethyl acetate (7:3 to 6:4) to provide the title compound (65.1 mg, 43%). MS (ESI+) nt/z 432.3 (M+H)+.

Statistics shows that 135900-33-3 is playing an increasingly important role. we look forward to future research findings about 6-(Trifluoromethoxy)pyridin-3-amine.

Reference:
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; PLIUSHCHEV, Marina, A.; FROST, Jennifer, M.; TONG, Yunsong; XU, Xiangdong; SHI, Lei; ZHANG, Qingwei, I.; XIONG, Zhaoming; SWEIS, Ramzi, Farah; DART, Michael, J.; MURAUSKI, Kathleen; (288 pag.)WO2019/90074; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1256789-09-9, Adding some certain compound to certain chemical reactions, such as: 1256789-09-9, name is Methyl 6-chloro-2,4-dimethylnicotinate,molecular formula is C9H10ClNO2, 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 1256789-09-9.

a) Synthesis of 2-(methoxymethyl)-4-methyl-6-morpholin-4-yl-pyridine-3-carboxylic acid methylesterTo a solution of 710 mg, (3.6 mmol) 6-chloro-2,4-dimethyl-pyridine-3-carboxylic acid methylester in CCI4 (16 ml) were added 688 mg (3.90 mmol) N-bromosuccinimide, 59 mg (0.36 mmol) AIBN and 210 muIota (3.72 mmol) acetic acid . The reaction mixture was irradiated with a 200W Wolfram lamp at 60 C for 24 h. The mixture was then filtered through celite, washed with CCI4 and concentrated in vacuo. After CC (hexane/EtOAc 97:3) of the residue a mixture of 6-chloro-2,4-dimethyl-pyridine-3-carboxylic acid methylester, 4-(bromomethyl)-6- chloro-2-methyl-pyridine-3-carboxylic acid methylester and 2-(bromomethyl)-6-chloro-4- methyl-pyridine-3-carboxylic acid methylester was obtained. This mixture was dissolved in dioxane (10 ml) and added at 0 C to a solution prepared by dissolving 594 mg (25.8 mmol) sodium in MeOH (11 ml) at 0 C. This reaction mixture was stirred at RT for 3 h. Then the reaction solution was poured into water and extracted with EtOAc. The organic layer was washed with water and brine, dried over Na2S04 and concentrated in vacuo. After CC (hexane/EtOAc 97:3) of the residue again a mixture of 6-chloro-4-(methoxymethyl)-2-methyl- pyridine-3-carboxylic acid methylester and 6-chloro-2-(methoxymethyl)-4-methyl-pyridine-3- carboxylic acid methylester was obtained. This material was dissolved in NMP (7.8 ml) and 860 muIota (9.85 mmol) morpholine and 1.36 g (9.85 mmol) K2C03 were added followed by heating at 100 C for 5 h. Then the mixture was poured into water and extracted with EtOAc. The organic layer was washed with water and brine, dried over Na2S04 and concentrated in vacuo. Purification of the residue by CC (hexane/EtOAc 9:1) provided 90 mg (0.32 mmol, 9%) 2-(methoxymethyl)-4-methyl-6-morpholin-4-yl-pyridine-3-carboxylic acid methylester.

According to the analysis of related databases, 1256789-09-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GRUeNENTHAL GMBH; KUeHNERT, Sven; BAHRENBERG, Gregor; KLESS, Achim; SCHROeDER, Wolfgang; LUCAS, Simon; WO2012/52167; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 33252-28-7, Adding some certain compound to certain chemical reactions, such as: 33252-28-7, name is 6-Chloronicotinonitrile,molecular formula is C6H3ClN2, 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 33252-28-7.

Example 29Step A6-Bromonicotinonitrile. 6-Chloronicotinonitrile (13.8 g, 100 mmol) was heated at 145 C in phosphorus tribromide (150 ml.) for 32 h. After cooling, the mixture was concentrated in vacuo. To the residue was added phosphorus tribromide (150 ml_), and the mixture was heated at 145 C for another 32 h. After cooling, the mixture was concentrated in vacuo, and an ice-water mixture (500 ml.) was added. Sodium bicarbonate was added to neutralize the mixture, and the product was extracted with ethyl acetate (3 chi 250 ml_). The combined organic extracts were washed with brine and dried over magnesium sulfate. The solvent was removed in vacuo, and the residue was chromatographed (hexanes-ethyl acetate) to give 14.9 g (81 %) of 6-bromonicotinonitrile as a white solid: 1 H NMR (400 MHz, CDCI3) S 7.66 (d, J = 1 1.0 Hz, 1 H), 7.80 (dd, J = 3.1 , 1 1.0 Hz, 1 H), 8.67 (d, J = 3.1 Hz, 1 H); MS (M+H)+ m/z=183.0, 185.0.

According to the analysis of related databases, 33252-28-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER LIMITED; BURGESS, Gary; WO2012/114223; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem