Tag: M.W:100-200

Reference of 176526-00-4 ,Some common heterocyclic compound, 176526-00-4, molecular formula is C12H9NO, 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.

(b) 4-[2-((E)-2-Iodovinyl)phenyl]pyridine: In a similar manner to that of Example 1(d), starting with 1.98 g (10.8 mmol) of 2-pyrid-4-ylbenzaldehyde obtained in Example 50(a), 490 mg (15%) of the expected compound are obtained in the form of a green oil. 1 H NMR (CDCl3) delta 6.84 (d, 1H, J=14.8 Hz), 7.28 to 7.51 (m, 7H), 8.69 (d, 2H, J=5.5 Hz).

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. 176526-00-4, 2-(Pyridin-4-yl)benzaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Centre International de Recherches Dermatologiques; US6150413; (2000); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 41288-96-4, name is 2-Chloro-5-hydroxypyridine. A new synthetic method of this compound is introduced below., Recommanded Product: 41288-96-4

4) 2-Chloro-5-methoxypyridine; To a solution of the 2-chloro-5-hydroxypyridine (1.30 g) and methyl iodide (1.25 ml) in N,N-dimethylformamide (26 ml) was added dropwise 28% solution of sodium methoxide in methanol (2.0 ml), and the mixture was stirred at room temperature for 1.5 hours. Saturated aqueous ammonium chloride and ethyl acetate were added to the reaction liquid, then the phases were separated. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. After filtration, the solvent was evaporated under reduced pressure, and the residue was purified by chromatography on silica gel (hexane-ethyl acetate) to give 2-chloro-5-methoxypyridine (1.40 g, 98%) as a solid. 1H-NMR (400 MHz, CDCl3)delta: 3.85 (3H, s), 7.17-7.25 (2H, m), 8.05 (1H, d, J = 2.9 Hz). LC-MSm/z: 144 (M+H)+.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 41288-96-4, 2-Chloro-5-hydroxypyridine.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1698626; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 956010-87-0, name is 3-(Trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 3-(Trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine

Compound 12 (500 mg, 2.67 mmol) was suspended in aqueous ammonia solution (33 %, 10 mL). The mixture was heated in a sealed tube in the microwave oven to 140 C for 10 min. Volatiles were evaporated. To the residue was added ethyl acetate (100 mL) and tert-butyl methyl ether (25mL), and the mixture was heated to 70 C. The hot mixture was filtered, and the residue was washed with tert-butyl methyl ether. The combined filtrates were evaporated to yield the title compound as slightly yellow residue (389 mg, 90 %), which contained traces of corresponding primary amide. 1H NMR (400MHz, DMSO-d6): delta 7.47 (dd, J=8.2, 4.5Hz, 1H), 8.46 (dd, J=8.2, 1.5Hz, 1H), 8.73 (dd, J=4.5, 1.5Hz, 1H), 15.02 (br s, 1H). 13C NMR (125MHz, DMSO-d6): delta 113.5, 115.5, 116.9, 119.6, 128.7, 150.9, 151.0. HRMS m/z calcd for C7H4N4: 144.0436; found: 144.0430.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 956010-87-0, 3-(Trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine.

Reference:
Article; Schirok, Hartmut; Griebenow, Nils; Fuerstner, Chantal; Dilmac, Alicia M.; Tetrahedron; vol. 71; 34; (2015); p. 5597 – 5601;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 709652-82-4, 2-Amino-5-bromonicotinonitrile, 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, Safety of 2-Amino-5-bromonicotinonitrile, blongs to pyridine-derivatives compound. Safety of 2-Amino-5-bromonicotinonitrile

Example 126 Step 1: (6-amino-5-cyanopyridin-3-yl)boronic acid and 2-amino-5-(4,4,5,5-tetramethyl-l,3,2- dioxaborolan-2-yl)nicotinonitrile To a stirred solution of 2-amino-5-bromonicotinonitrile (100 mg, 0.51 mmol) and 1,2- dimethoxyethane (4 mL) in a microwave vial equipped with a stirbar was added bis(pinacolato diborane) (175 mg, 0.66 mmol), potassium acetate (149 mg, 1.52 mmol) and 1,1′- bis(diphenylphosphino)ferrocene-palladium(II)dichloride (21 mg, 0.025 mmol). The mixture was purged with nitrogen gas for 5 min and the reaction mixture was stirred at 90 C for 3 h. The reaction mixture was filtered through a celite bed and washed with dichloromethane (10 mL). The filtrate was concentrated to dryness in vacuo affording a crude mixture of (6-amino-5-cyanopyridin-3-yl)boronic acid and 2-amino-5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)nicotinonitrile used for the next step without any further purification.

The synthetic route of 709652-82-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ESTRADA, Anthony; HUESTIS, Malcolm; KELLAR, Terry; PATEL, Snahel; SHORE, Daniel; SIU, Michael; (260 pag.)WO2016/142310; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 125903-77-7, Adding some certain compound to certain chemical reactions, such as: 125903-77-7, name is 3-Methylpicolinimidamide hydrochloride,molecular formula is C7H10ClN3, 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 125903-77-7.

A mixture of 1-(4-methylsulfonylphenyl)piperidin-4-one (100 mg, 0.39 mmol) andDMFDMA (1 mL) in acetonitrile (8 mL) was heated with stuffing at 90 C for 2 hrs. Theresulting mixture was concentrated in vacuo and the residue was dissolved in EtOH (lOmL). To the solution was added 3-methylpyridine-2-carboxamidine hydrochloride (53 mg, 0.39 mmol) and potassium carbonate (88 rng, 064 mmoi) successively. After being heated at 90 C overnight, the reaction mixture was cooled to rt, diluted with water (20 mL) and extracted with EA (20 mL)for three times. The combined organic layer was washed with brine, dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by prepHPLC to give 2-(3-methyl- 2-pyridyl)-6-(4-methylsulfonylphenyl)-7 ,8-dihydro-5H-pyrido [4,3-d]pyrimidine (20 mg). ?H NMR (400MHz, CDC13): oe 8.75 (s, 1H), 8.64 (dd, 1H), 7.87(d, 2H), 7.67 (d, 1H), 7.34 – 7.28 (m, 1H), 7.06 (d, 2H), 4.65 (s, 2H), 3.88 (t, 2H), 3.29 (t, 2H), 3.05 (s, 3H), 2.54 (s, 3H). MS obsd.(ESIj [(M+H)]: 381.

According to the analysis of related databases, 125903-77-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; WANG, Min; YANG, Song; (208 pag.)WO2016/107832; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 709652-82-4, 2-Amino-5-bromonicotinonitrile, 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, Safety of 2-Amino-5-bromonicotinonitrile, blongs to pyridine-derivatives compound. Safety of 2-Amino-5-bromonicotinonitrile

Step-2 [0069] To a stirred solution of compound 2 (4.6 g) in HCl (48.4 mL) was added sodium nitrite (5.3 mL) dropwise at -5 C. The reaction mixture was stirred at room temperature for 2 h. The resulting solids were collected by filtration and dried in vacuum to give compound 3 (4.4 g, 88%).

The synthetic route of 709652-82-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Rangarajan, Radha; Kumar, Rajinder; Prabhakar, BV; Chandrasekhar, P; Mallikarjuna, P; Banerjee, Ankita; US2014/249170; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 72716-86-0, name is 2-Methoxyisonicotinonitrile. A new synthetic method of this compound is introduced below., category: pyridine-derivatives

Example 2; Synthesis of l-(2-methoxy-pyridin-4-yl)-propan-l-one; A stirred suspension of 25.44 g of 2-methoxy-isonicotinonitrile as obtained in Example 1 (189.7 rnmol) in 380 niL TBME was cooled to 0 C and 114 mL ethyl magnesium chloride in THF(2.0 M, 228.0 mmol, 1.20 eq) were added within 45 min. Stirring was continued at O0 C. After 3 h 40 min, additional 5 mL ethyl magnesium chloride in THF(2.0 M, 10.0 mmol, 0.05 eq) were added at 0 C. The reaction was monitored by HPLC. After 4.5 h (< 3 % area 2-methoxy-isonicotinonitrile), the reaction was quenched at 0 C by addition of 300 mL water. The resulting suspension was stirred for 16 h at room temperature and was then diluted with 200 mL toluene. The aqueous phase was extracted with 400 mL toluene and the combined organic phases were washed with 500 mL saturated aqueous NH4Cl and 500 mL brine, dried over 50 g Na2SO4 (30 min) and filtered. The filter cake was washed with 100 mL toluene. After evaporation of solvent in a rotary evaporator (40C/10 mbar), the title compound (28.64 g, 91 % by weight) was obtained as an orange solid. M^: 38C;1R NMR (300 MHz, CDCl3): delta 8.30 (d, IH5 J= 5.3 Hz), 7.30 (dd, IH5 J= 5.3 Hz5 J= 1.3), 7.18 (br. s, IH), 3.98 (s, 3H)5 2.96 (q, 2H, J= 7.2 Hz), 1.22 (t, 3H, J- 7.2 Hz) ppm If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 72716-86-0, 2-Methoxyisonicotinonitrile. Reference:
Patent; SOCIETE DE CONSEILS DE RECHERCHES ET D’APPLICATIONS SCIENTIFIQUE (S.C.R.A.S.); WO2006/33011; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 39658-41-8, 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. 39658-41-8, name is Ethyl 6-aminonicotinate, molecular formula is C8H10N2O2, 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.

To a stirred solution of lithium aluminium hydride (183 mg, 4.83 mmol) in tetrahydrofuran was slowly added solution of ethyl 6-aminonicotinate (200 mg, 1.21 mmol) in tetrahydrofuran at 0 C under nitrogen atmosphere. The reaction mixture was stirred at 0 C for 30 minutes then at room temperature for 3 h. The mixture was quenched at 0 C with 1 HCI until pH is 3 then basified with sodium carbonate solution until pH is 7. Then the mixture was filtered using celite to remove LAH residue and it was dissolved in ethyl acetate and washed with saturated sodium carbonate solution. The organic layer was dried (magnesium sulphate) and filtered. The filtrate was removed in vacuo. The crude condition of (6- aminopyridin-3-yl)methanol (55 mg, crude) was obtained in 75 % yield.

According to the analysis of related databases, 39658-41-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GRUeNENTHAL GMBH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; LESCH, Bernhard; WO2013/13815; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 823-61-0, 3,6-Dimethyl-2-pyridinamine, 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, Formula: C7H10N2, blongs to pyridine-derivatives compound. Formula: C7H10N2

2-Chloromethyl-5,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridine To a solution of 3,6-Dimethyl-2-pyridinamine (2.00 g, 16.4 mmol) in 50 mL of DCM was added dropwise a solution of hydroxylamine-2,4,6-Trimethyl-benzenesulfonate (4.22 g, 19.6 mmol) in 50 mL of CH2Cl2 at 0 C., and the mixture was stirred and allowed to warm to room temperature. The solvents were evaporated and the residue dissolved in 80 mL of MeOH then treated with DBU (3.43 mL, 22.9 mmol) and the solution stirred for 5 mins. After chloroacetic acid methyl ester (1.44 mL, 16.4 mmol) was added, the resultant mixture was stirred at room temperature for 48 h. After being concentrated under reduce pressure, the residue was diluted with water (100 mL) and extracted with EtOAc (3*100 mL). The combined organic layers were washed with water (50 mL), brine (50 mL), dried over MgSO4, filtered, and concentrated under vacuum. The residue was purified by column chromatography on silica gel (petroleum ether/EtOAc=2/1) to give 2.65 g of 2-Chloromethyl-5,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridine in 82% yield. LC-MS (MH+): m/z=195.9, tR (minutes)=1.14

At the same time, in my other blogs, there are other synthetic methods of this type of compound,823-61-0, 3,6-Dimethyl-2-pyridinamine, and friends who are interested can also refer to it.

Reference:
Patent; H. Lundbeck A/S; US2012/129836; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 10273-89-9, 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. 10273-89-9, name is 2-(o-tolyl)pyridine, molecular formula is C12H11N, 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.

General procedure: Unless otherwise stated, in an Argon filled glove-box a crimp-cap microwave vial equipped with a magnetic stirring bar was charged with the appropriate cyclometalated Ru(ll)-catalyst (like Ru1-Ru46, from 3 mol % to 10 mol %), KOAc (5.9 mg, 0.06 mmol, 30 mol %), K2CO3 (2.0 – 4.0 equiv.), the appropriate DG-containing arene (like N1-N12, 0.20 mmol, 1.0 equiv.), the appropriate (hetero)aryl (pseudo)halide (like X1-X42, 0.2 mmol, 1.0 equiv) and /V-methyl-2- pyrrolidone (NMP) (200 pL, 1 M). The vial was capped and stirred at 35 C for 24 hours. Upon completion, the crude mixture was loaded on a silica gel column and purified by flash chromatography.

According to the analysis of related databases, 10273-89-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE UNIVERSITY OF MANCHESTER; LARROSA, Igor; SIMONETTI, Marco; CANNAS, Diego Maria; (94 pag.)WO2019/215426; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem