Category: 7379-35-3

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.7379-35-3, name is 4-Chloropyridine hydrochloride, molecular formula is C5H5Cl2N, molecular weight is 150.0059, as common compound, the synthetic route is as follows.Product Details of 7379-35-3

To a solution of 4-aminothiophenol (20.2 g, 156.5 mmol) in anhydrous DMF (200 mL) was added 4-chloropyridine hydrochloride (24.4 g, 161.0 mmol) followed by potassium carbonate (44 g, 318.4 mmol). The reaction mixture was heated at 80¡ã C. overnight, then diluted with ethyl acetate (400 mL) and water (400 mL). The aqueous layer was back-extracted with ethyl acetate (2.x.200 mL). The combined organic layers were washed with a saturated aqueous NaCl solution (200 mL), dried over anhy MgSO4, and concentrated under reduced pressure. The residue was filtered through a pad of silica with ethyl acetate and the resulting material was triturated with an ethyl ether/hexane solution to afford the desired product (24.7 g, 78percent). TLC (50percent ethyl acetate/50percent hexane) Rf=0.25; 1H-NMR (DMSO-d6) delta5.67 (bs, 2H), 6.65 (d, J=8.4 Hz, 2H), 6.88 (d, J=6.2 Hz, 2H), 7.19 (d, J=8.4 Hz, 2H), 8.27 (d, J=6.2 Hz, 2H), MS[M+H]+=203.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7379-35-3, 4-Chloropyridine hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; BAYER CORPORATION; US2004/2508; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 7379-35-3 , The common heterocyclic compound, 7379-35-3, name is 4-Chloropyridine hydrochloride, molecular formula is C5H5Cl2N, 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.

1. (2.00 g, 8.76 mmol), 4-chloropyridine hydrochloride (1.31 g, 8.76 mmol) and TEA (2.44 ml, 17.55 mmol) were in /-PrOH (10 ml) and heated in the microwave for 2 h at 1200C. The solvent was removed under vacuum. The product was purified by column chromatography (silica gel, DCM/(7 M NH3 in MeOH, 99:1 –> 98:2 –> 95:5).

The synthetic route of 7379-35-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GRUeNENTHAL GMBH; MERLA, Beatrix; OBERBOeRSCH, Stefan; REICH, Melanie; SCHUNK, Stefan; JOSTOCK, Ruth; HEES, Sabine; ENGELS, Michael; GERMANN, Tieno; BIJSTERVELD, Edward; WO2010/99938; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 7379-35-3, 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 7379-35-3, name is 4-Chloropyridine hydrochloride. This compound has unique chemical properties. The synthetic route is as follows.

Step 1. Preparation of 5-nitro-1-(4-pyridinyl)-1H-indole To a solution of 5-nitroindole (7.0 g, 43.2 mmol) and 4-chloropyridine hydrochloride (7.8 g, 51.8 mmol) in DMF (43 mL) was added potassium tert-butoxide (12.1 g, 108.0 mmol), portionwise. The reaction was heated at 100¡ã C. for 48 h. The mixture was allowed to cool to room temperature and poured into water (400 mL). The resulting solid was removed by filtration and dried under vacuum. Desired compound (6.04 g, 25.3 mmol; 58percent yield); 1H NMR (DMSO-d6) delta 8.76 (dd, J=1.7, 4.5, 2H), 8.68 (d, J=2.2, 1H), 8.06-8.13 (m, 2H), 7.92 (d, J=9.2, 1H), 7.75 (dd, J=1.5, 4.6, 2H), 7.07 (dd, J=0.9, 3.5, 1H); ES MS [M+H]+=240.

According to the analysis of related databases, 7379-35-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER CORPORATION; US2004/2507; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The common heterocyclic compound, 7379-35-3, name is 4-Chloropyridine hydrochloride, molecular formula is C5H5Cl2N, 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. 7379-35-3

Prepare a solution of 12.4 kg (110.7 mol) potassium tert-butoxide in 23.6 kg NMP, stir the suspension at 20 C until a clear solution is obtained (Solution A). Prepare a second solution of 5.84 kg (27.7 mol, assay 82.6 percent) N-propyl-1H-indol-1 amine and 4.36 kg (29.1 mol) 4-chloropyridine hydrochloride in 15 kg NMP (Solution B). Add solution A to solution B while maintaining the temperature at 20 C. Stir for lh and check for completion of reaction. The reaction mixture is quenched in 135 kg water. Adjust pH value of the solution to about 2 with HC1 (30 percent) and extract with 20 kg n-heptane twice. Discard organic layer. Adjust pH value of the aqueous layer tol2 with NaOH (33 percent) and extract with 16 kg n-butylacetate twice. Discard aqueous layer. Wash organic layer with 23 kg of water. Add 10.8 kg methanolic HC1 (29.9 mol, assay 10.1percent) to the organic layer at 20 C. After crystallization cool the mixture to 5 C, filter the product and wash with n- butylacetate. Dry under vacuum at 80 C in a tray dryer. This will result in 5.8 kg indol-1-yl-propyl-pyridin-4-yl-amine hydrochloride (yield 73percent) as a white to beige solid. 1H-NMR (400 MHz, DMSO-d6, TMS) [5, ppm]: 0.94 (t, 3H, CH3), 1.62 (m, 2H, CH2), 4.05 (dm, 2H, CH2), 6.74 (d, 1H, arom. ), 7.19 (m, 1H, arom. ), 7.28 (m, 1H, arom. ), 7.30 (d, 1H, arom. ), 5.8-7. 6 (s v br, 2H, arom. ), 7.63 (d, 1H, arom. ), 7.70 (d, 1H, arom. ), 8.43 (d br, 2H, arom. ), 15. 2 (s br, 1H, NH+). MS (ES+): 252 [M++H, free base]

The synthetic route of 7379-35-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AVENTIS PHARMACEUTICALS INC.; WO2005/35496; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

7379-35-3, 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. 7379-35-3, name is 4-Chloropyridine hydrochloride, molecular formula is C5H5Cl2N, 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 solution of 3-aminothiophenol (3.8 mL, 34 mmoles) in anh DMF (90mL) was added 4-chloropyridine hydrochloride (5.4 g, 35.6 mmoles) followed by K2CO3 (16.7 g, 121 mmoles). The reaction mixture was stirred at room temp. for 1.5 h, then diluted with EtOAc (100 mL) and water (100mL). The aqueous layer was back-extracted with EtOAc (2 x 100 mL). The combined organic layers were washed with a saturated NaCl solution (100 mL), dried (MgSO4), and concentrated under reduced pressure. The residue was filtered through a pad of silica (gradient from 50percent EtOAc/50percent hexane to 70percent EtOAc/30percent hexane) and the resulting material was triturated with a Et2O/hexane solution to afford the desired product (4.6 g, 66percent): TLC (100 percent ethyl acetate) Rf 0.29; 1H-NMR (DMSO-d6) delta 5.41 (s, 2H), 6.64-6.74 (m, 3H), 7.01 (d, J=4.8, 2H), 7.14 (t, J=7.8 Hz, 1H), 8.32 (d, J=4.8, 2H).

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. 7379-35-3, 4-Chloropyridine hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bayer Pharmaceuticals Corp.; EP1047418; (2005); B1;,
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. 7379-35-3, name is 4-Chloropyridine hydrochloride. A new synthetic method of this compound is introduced below., 7379-35-3

Step 1 Synthesis of ethyl 1-(4-pyridyl)-4-piperidinecarboxylate 4.0 g (26.6 mmol) of 4-chloropyridine hydrochloride, 4.2 g (26.6 mmol) of ethyl piperidine-4-carboxylate and 7.4 ml (53.2 mmol) of triethylamine were stirred in 100 ml of xylene at 130 C. for 24 hours. The reaction mixture was treated with dichloromethane as extracting solvent by an ordinary method to obtain the crude compound, which was purified by the silica gel column chromatography to obtain the title compound. Yield: 2.95 g (12.6 mmol) (47%) H-NMR (CDCl3) delta1.25 (3H, t), 1.71-1.85 (2H, m), 2.00 (2H, d), 2.50-2.60 (1H, m), 2.90 (2H, t), 3.81 (2H, d), 4.20 (2H, q), 6.66 (2H, d), 8.26 (2H, d)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7379-35-3, 4-Chloropyridine hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; AJINOMOTO CO., INC.; US2002/193348; (2002); 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. 7379-35-3, name is 4-Chloropyridine hydrochloride. A new synthetic method of this compound is introduced below., 7379-35-3

N-t-butoxycarbonyloxy 2- (piperidin-4-yl)-ethylamine (prepared per Method K’above) (14.4 g, 50 mmol), 4-chloropyridine HC1 (1.0 eq. , 8.0 g), TEA (2.2 eq. ) were mixed in ethanol, and maintained under reflux overnight. The desired compound, N-t-butoxycarbonyloxy 2- [1- (pyrid-4-yl) piperidin-4-yl] – ethylamine, was isolated by column chromato-graphy, (silica gel) eluted with EtOAc and carried in the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7379-35-3, 4-Chloropyridine hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; WO2003/93245; (2003); 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. 7379-35-3, name is 4-Chloropyridine hydrochloride. A new synthetic method of this compound is introduced below., 7379-35-3

B4c. General Method for Substituted Aniline Synthesis Via Nucleophilic Aromatic Substitution Using a Halopyridine; Step 1. Methyl(4-nitrophenyl)-4-pyridylamine; To a suspension of N-methyl-4-nitroaniline (2.0 g, 13.2 mmol) and K2CO3 (7.2 g, 52.2 mmol) in DMPU (30 mL) was added 4-chloropyridine hydrochloride (2.36 g, 15.77 mmol). The reaction mixture was heated at 90¡ã C. for 20 h, then cooled to room temperature. The resulting mixture was diluted with water (100 mL) and extracted with EtOAc (100 mL). The organic layer washed with water (100 mL), dried (Na2SO4) and concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, gradient from 80percent EtOAc/20percent hexanes to 100percent EtOAc) to afford methyl(4-nitrophenyl)-4-pyridylamine (0.42 g)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7379-35-3, 4-Chloropyridine hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; Dumas, Jacques; Khire, Uday; Lowinger, Timothy B.; Paulsen, Holger; Riedl, Bernd; Scott, William J.; Smith, Roger A.; Wood, Jill E.; Hatoum-Mokdad, Holia; Johnson, Jeffrey; Lee, Wendy; Redman, Aniko; Sibley, Robert; Renick, Joel; US2007/244120; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

7379-35-3, 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 7379-35-3, name is 4-Chloropyridine hydrochloride. This compound has unique chemical properties. The synthetic route is as follows.

Dipropylamine 90 kg was drawn into a 200 L reaction shaft,Add 4-chloropyridine hydrochloride 30kg,Potassium fluoride 12kg, the temperature was raised to 110 , incubated for 8 hours,Decompression recovery dipropylamine, sodium bicarbonate solution while hot to adjust the pH to about 8, adding petroleum ether 150kg,Separation of the water layer, the organic layer cooling, filtration, drying too28.9 kg of 4-dipropylaminopyridine,Purity 98.1%, yield 81.2%.

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 7379-35-3, 4-Chloropyridine hydrochloride.

Reference:
Patent; Wuhan Jiesheng Biological Technology Co., Ltd.; Li Hailiang; Liu Bing; Zhang Jinjun; Li Jianxiong; Cheng Zhechao; (5 pag.)CN107501173; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem