Tag: M.W:100-200

Electric Literature of 6515-09-9, 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 6515-09-9, name is 2,3,6-Trichloropyridine. This compound has unique chemical properties. The synthetic route is as follows.

557.8g 2,3,6-trichloropyridine, which is obtainedby the chlorination, 123.5g triethylamine, 8.4g palladium-carbon and 1673g toluene are added to a reactorfor one time, then heated to 60?80C, and hydrogen gasis introduced to proceed hydrogenating. When pH valueof the reaction solution reaches 4?8, stopping introduci After the aforementioned reaction solution wascooled to room temperature, 420g water is added for dissolvingtriethylamine hydrochloride. Then the reactionsolution is filtered, and the cake which is palladium carbonwashed by 30g water and 30g toluene can be recycled.The filtrate is allowed to stand stratification, andthen the toluene layer is extracted by 200g hydrochloricacid at least three times after the water was separated.The extracted solution can be recycled for the next batchwith replenishing 2,3,6-trichloropyridine and toluene. Thehydrochloride layers are combined and diluted by 1630gwater after extraction, and then solid is crystallized. Thesolid is washed by 100g water (the waste water can berecycled for extraction) after filtration, then wet 2,3-dichloropyridine is given. Dry product of 2,3-dichloropyridineis given by drying the wet product. Finally, 387.7gproduct is totally gained when the waste water is recycled,and the yield is 85.7%, the purity is greater than orequal to 99.5%.

According to the analysis of related databases, 6515-09-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Lianhe Chemical Technology Co., Ltd.; Jiangsu Lianhe Chemical Technology Co., Ltd; WANG, Ping; FAN, Xiaobin; ZHANG, Juntao; YE, Fangsheng; EP2687510; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route 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.

[0289] Quinoline-7-carboxylic acid (70 mg, 0.404 mmol, 1.0 eq) and 6- (trifluoromethoxy)-pyridin-3-amine (79 mg, 0.44 mmol, 1.1 eq) were dissolved in 1 mL of DMF and the resulting mixture was cooled down to 0 C. HATU (168 mg, 0.44 mmol, 1.1 eq) and DIPEA (0.144 mL, 0.808 mmol, 2.0 eq) were added at 0 C, and then the reaction mixture was allowed to warm up to room temperature and stirred at room temperature for 4 hrs. The progress of the reaction was monitored by LCMS and TLC. Upon completion, the reaction mixture was poured into ice-cold water. The formed solid was filtered, washed and dried in vacuo to give 20 mg of the desired compound 126 as a pale-yellow solid in 15% yield. 1H NMR (400 MHz, CDC13): delta 9.03-9.02 (dd, J = 2.8 Hz, 1.6 Hz, 1H), 8.57 (s, 1H), 8.48 (s, 1H), 8.46-8.45 (d, J = 2.8 Hz, 1H), 8.26 (s, 1H), 8.24 (brs, 1H), 8.09-8.12 (dd, J = 8.8 Hz, 1.6 Hz, 1H), 8.0-7.97 (d, J = 8.8 Hz, 1H), 7.56-7.52 (dd, J = 8.4 Hz, 4.4 Hz, 1H), 7.12-7.10 (d, J = 8.8 Hz, 1H). 99.15% purity by LCMS; m/z =334.19 [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; ACTAVALON, INC.; DNEPROVSKAIA, Elena, V.; HOLZWARTH, Michael, S.; RYCHNOVSKY, Scott, D.; (184 pag.)WO2018/85348; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 628691-93-0, name is 2-Chloro-3-fluoroisonicotinic acid, the common compound, a new synthetic route is introduced below. Computed Properties of C6H3ClFNO2

Example 125: 3-(4-Bromo-2-fluoro-phenylamino)-2-chloro-isonicotinic acid; 2-Chloro-3-fluoro-isonicotinic acid (200mg, 1.14mmol) and 4-bromo-2-fluoroaniline (217mg, 1.14mmol) were added to 5ml of dry THF and the mixture was cooled to -78 0C. LiHMDS (1 M in THF, 4.0ml) was added and the mixture was allowed to warm to room temperature over night. Solid ammonium hydrochloride (1g) was added and after 1h the mixture was filtered and the volatiles were removed in vacuo. The crude material was purified by flash-chromatography using a gradient of 0-12% methanol (containig 0.5% EPO formic acid) in DCM as eluent to give 213mg (0.617mmol; 54% yield) of pure desired carboxylic acid product. LC-MS (method IiI): rt = 4.42min; m/z [M+H]+ 386/388.

The synthetic route of 628691-93-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; APPLIED RESEARCH SYSTEMS ARS HOLDING N.V.; WO2006/45514; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 116855-08-4, 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 116855-08-4, name is 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

Step 5 To a solution of 1H-pyrazole[3,4-b]pyridine-3-carboxylic acid (XIII) (0.39 g, 2.4 mmol) in dry MeOH (10 mL) was added concentrated H2SO4 (4 drops) and refluxed for 6 h under nitrogen. The solution was cooled and the solvent was evaporated under vacuum. The residue was partitioned between DCM and saturated aqueous NaHCO3 solution. The organic layer was separated, dried over MgSO4, filtered and concentrated under reduced pressure. The crude product was purified on a flash silica gel column (100% DCM?3:97 MeOH:DCM) to produce methyl 1H-pyrazolo[3,4-b]pyridine-3-carboxylate (XIV) as a white solid (382 mg, 2.16 mmol, 90% yield). 1H NMR (CDCl3) delta ppm 4.08 (s, 3H), 7.38 (m, 1H), 8.63 (dd, J=8.10 Hz, J=1.51 Hz, 1H), 8.72 (dd, J=4.62 Hz, J=1.41 Hz, 1H); ESIMS found for C8H7N3O2 m/z 178.2 (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 116855-08-4, 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid.

Reference:
Patent; Samumed, LLC; KC, Sunil Kumar; Wallace, David Mark; Cao, Jianguo; Chiruta, Chandramouli; Hood, John; (264 pag.)US2016/68550; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 72587-18-9, name is 2-Chloro-5-(trifluoromethyl)pyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C6H4ClF3N2

[0276] [B] N- (2-Chloro-5- (trifluoromethyl) pyridin-3-yl) acetamide [0277] [0278] A mixture solution of 2-chloro-5- (trifluoromethyl) pyridin-3-amine (75 g, 381.6 mmol) and Ac2O (82.5 mg, 808.1 mmol) in pyridine (200 mL) was stirred at 80 for 16 h. After cooling to room temperature, it was diluted with EtOAc (500 mL), washed with water and brine. The organic layer was dried over anhy. Na2SO4, filtered, and concentrated in vacuo to give a crude product, which was first purified by silica gel flash chromatography (petroleum etherEtOAc 51) and then crystallization in petroleum ether (100 mL) to afford the title compound (65 g, mixture of mono-and bis-Ac protected product, 73yield) as white solids. MS239.0 [M+H] +.N- (2-Methyl-5- (trifluoromethyl)pyridin-3-yl) acetamide[0280][0281]To a mixture of N- (2-chloro-5- (trifluoromethyl) pyridin-3-yl) acetamide and N-acetyl-N- (2-methyl-5- (trifluoromethyl) pyridin-3-yl) acetamide (35 g 146.7 mmol) K2CO3(62.2 g 450 mmol) methyl boroxine (50in ether 70 g 278.8 mmol) and X-phos (14.4 g 43mmol) in MeCN (250 mL) and water (150 mL) was added Pd (OAc)2(3.4 g 15.1 mmol) And the resulting reaction mixture was stirred at 100 for 16 h. After cooling to room temperature The reaction was diluted with EtOAc (300 mL) washed with water (300 mL) and brine (300 mL) . The organic layer was dried over anhy. Na2SO4 filtered and concentrated in vacuo to give a crude product which was then purified by silica gel flash chromatography (petroleum etherEtOAc51) to afford the title compound (20 g 57yield) as a gray solid. MS 219.0 [M+H]+.1H NMR (400MHz CHCl3-d1) delta 8.62 (s 1H) 8.54 (s 1H) 7.11 (br 1H) 2.60 (s 3H) 2.28 (s 3H) .

With the rapid development of chemical substances, we look forward to future research findings about 72587-18-9.

Reference:
Patent; SAVIRA PHARMACEUTICALS GMBH; EUROPEAN MOLECULAR BIOLOGY LABORATORY; TAN, Xuefei; WANG, Lisha; CUMMING, John Graham; LIU, Yongfu; WU, Jun; LI, Dongbo; SHEN, Hong; SHI, Tianlai; (179 pag.)WO2017/133657; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1122-43-6 ,Some common heterocyclic compound, 1122-43-6, molecular formula is C7H9NO, 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.

Description 143-(2-Fluoro-4-nitrophenoxy)- 14)2,6-Dimethyl-pyridin-3-ol (3.0 g, 24.35 mmol) and cesium carbonate (15.87 g, 48.71 mmol) were added to a solution of 3,4-difluoronitrobenzene (3.87 g, 24.35 mmol) in DMF (30 ml). The mixture was heated at 140 0C for 2 hours. After cooling to room temperature it was filtered through diatomaceous earth and the solvent evaporated in vacuo. The crude product was purified by column chromatography (silica gel; 2 % methanol/DCM as eluent) to yield intermediate D14 (5.88 g, 92 %).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1122-43-6, its application will become more common.

Reference:
Patent; ORTHO-McNEIL-JANSSEN PHARMACEUTICALS, INC.; ADDEX PHARMA S.A.; WO2009/33702; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 167837-43-6 , The common heterocyclic compound, 167837-43-6, name is (E)-3-(6-Aminopyridin-3-yl)acrylic acid, molecular formula is C8H8N2O2, 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.

EDC (231 mg, 1.2 mmol) was added to a solution of (E)-3- (6-amino-pyridin-3- yl) acrylic acid (164 mg, 1.0 mmol), (2-propoxy-3-methoxy-benzyl) methylamine (230 mg, 1.1 mmol), HOBT’H20 (149 mg, 1.1 mmol) and DIPEA (525 L) L, 3.0 mmol) in dry DMF (10 mL). After 18 hr of stirring, the mixture was diluted with water (60 mL) and extracted with EtOAc (2X20 mL). The organic layer was washed with brine (2X30 mL), dried and evaporated. Flash chromatography (silica 1-3% MEOH in CH2CL2) furnished pure free base which was dissolved in CHZCLZ (10 mL). After addition of HCl (1.5 mL, 1M in ether), the solvents were evaporated; the residue was washed with ether and dried to afford the title compound (185 mg, 47%). 1H NMR (300 MHz, DMSO-d6) 8 8.16 (m, 3H), 7.48 and 7.45 (rotamers, 2d, J= 15.4 Hz, 1H), 7.23 (d, J= 15. 4 Hz, 1H), 7.00 (m, 3H), 6.61 (m, 1H), 4.78 and 4.63 (rotamers, 2s, 2H), 3.87 (m, 2H), 3.79 (s, 3H), 3.09 and 2.85 (rotamers, 2s, 3H), 1.71 (m, 2H), 0.97 (m, 3H). MS (ESI) M/E 356 (M+H) +.

The synthetic route of 167837-43-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AFFINIUM PHARMACEUTICALS, INC.; WO2004/52890; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 97316-50-2, Ethyl 4-cyanopicolinate, 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: Ethyl 4-cyanopicolinate, blongs to pyridine-derivatives compound. Recommanded Product: Ethyl 4-cyanopicolinate

EXAMPLE 10 Production of 2-(4-cyano-2-pyridyl)-4,4-bis(4-fluorophenyl)-2-imidazoline The mixture of 1,1-bis(4-fluorophenyl)-1,2-ethanediamine(153 mg) and 4-cyano-2-ethoxycarbonylpyridine(95 mg) was stirred at 180 C. for 2 hours. The obtained oily compound was purified by silica gel column chromatography (C-300; hexane:ethyl acetate=3:2) to give the objective compound (103 mg). Melting point: 206-208 C.

The synthetic route of 97316-50-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sato, Nagaaki; Okamoto, Osamu; Jitsuoka, Makoto; Nagai, Keita; Kanatani, Akio; Ishihara, Akane; Ishii, Yasuyuki; Fukami, Takehiro; US2003/158418; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 130473-26-6, Adding some certain compound to certain chemical reactions, such as: 130473-26-6, name is 1H-Pyrrolo[2,3-c]pyridine-5-carbaldehyde,molecular formula is C8H6N2O, 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 130473-26-6.

C174 (500 mg, 3.42 mmol) is dissolved in 1.5 mL formic acid. The solution is cooled in an ice bath, 30% aqueous hydrogen peroxide (722 muL, 6.8 mmol) is added drop-wise, and the reaction is stirred 1 h in an ice bath, and allowed to stand overnight at 5 C. The mixture is diluted with H2O, the solid is collected, washed with H2O and is dried to give 522 mg of an off-white solid. The formate salt is added to 7 mL H2O, 3 mL 2N NaOH is added, and the pH is adjusted to 3 with 5% aqueous HCl. The precipitate is collected and is dried to afford 1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid (C176) (67% yield). HRMS (FAB) calculated for C8H6N2O2+H: 163.0508, found 163.0507 (M+H). Example 23(i) can be obtained by coupling either exo-[2.2.1]-3-Amine or endo-[2.2.1]-3-Amine with C176.

According to the analysis of related databases, 130473-26-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Walker, Daniel Patrick; Piotrowski, David W.; Jacobsen, Eric Jon; Acker, Brad A.; Wishka, Donn G.; Reitz, Steven Charles; Groppi JR., Vincent E.; US2003/153595; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 1003711-43-0, name is 2-Bromo-5-hydroxy-3-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 1003711-43-0

(A) To an ice-cooled solution of 6-bromo-5-methylpyridin-3-ol (500 mg, 2.66 mmol) in DMF (10 mL) was added NaH (60% wt; 160 mg, 4.0 mmol) in a portionwise fashion and the resultant mixture was allowed to stir at rt for 1 h. The mixture was then cooled to 0 C. and CH3I (755 mg, 5.32 mmol) was added in dropwise fashion. After stirring for 1 h at rt, the reaction was quenched with water (20 mL) and the mixture was extracted with EtOAc (3*30 mL). The combined extracts were dried (Na2SO4), concentrated under reduced pressure and purified by silica gel chromatography (0-10% EtOAc/petroleum ether) to afford 2-bromo-5-methoxy-3-methylpyridine (400 mg, 74% yield) as a white solid. LC/MS: mass calcd. for C7H8BrNO: 202.05, found: 202.0, 204.0 [M, M+2]+.

With the rapid development of chemical substances, we look forward to future research findings about 1003711-43-0.

Reference:
Patent; Janssen Pharmaceutica NV; Liang, Yin; Demarest, Keith T.; (109 pag.)US2017/290800; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem