Tag: M.W=300-400

Related Products of 193537-14-3 ,Some common heterocyclic compound, 193537-14-3, molecular formula is C15H22N2O4S, 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.

4-Oxo-3,5,6,8-tetrahydro-4H-9-thia-1,3,7-triaza-fluorene-7-carboxylic acid tert-butyl ester (step b). A mixture of 2-amino-4,7-dihydro-5H-thieno[2,3-c]pyridine-3,6-dicarboxylic acid 6-tert-butyl ester 3-ethyl ester (18.5 g) and formamidine acetate (8.85 g) in DMF (100 mL) were heated at 100 C. for 16 h. The reaction mixture was cooled and concentrated. The residues was partitioned between water and ethyl acetate. The organic layer was washed with water 3 times and concentrated to give the title compound (15.8 g, 90%). 1H NMR (400 MHz, CDCl3): delta 7.88 (s, 1H), 4.56-4.62 (brs, 2H), 3.62-3.70 (brs, 2H), 3.02-3.08 (brs, 2H), 1.42 (s, 9H). LC-MS (ESI) m/z 308.1 (M+H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,193537-14-3, its application will become more common.

Reference:
Patent; National Health Research Institutes; US2010/120805; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 868733-96-4, 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. 868733-96-4, name is 2-Boc-Amino-3-iodo-4-chloropyridine. A new synthetic method of this compound is introduced below.

A suspension of (4-chloro-3-iodo-pyridin-2-yl)-carbamic acid tert-butyl ester (5.6 g, 15.8 mmol) in 48% hydrobromic acid was heated at 100 C. for 10 min to give a clear solution. The mixture was cooled, treated with crushed ice and made basic with 6 M NaOH. The precipitated product was collected by vacuum filtration, washed with H2O and sucked partially on the funnel to give a white solid. The product was dissolved in THF and the solution dried over MgSO4 and concentrated in vacuo to give the title compound (3.7 g, 93%) as a white solid. 1H NMR (DMSO-d6) delta 7.84 (d, 1H, J=5.1 Hz), 6.73 (d, 1H, J=5.6 Hz), 6.51 (br s, 2H); MS (ESI+): m/z 254.97 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,868733-96-4, 2-Boc-Amino-3-iodo-4-chloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Borzilleri, Robert M.; Cornelius, Lyndon A.M.; Schmidt, Robert J.; Schroeder, Gretchen M.; Kim, Kyoung S.; US2005/245530; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 641569-94-0, 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.641569-94-0, name is 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid, molecular formula is C17H14N4O2, molecular weight is 306.32, as common compound, the synthetic route is as follows.

Dissolve 4-Methyl-3-[[4- (3-pyridinyl) -2-pyrimidinyl] amino] benzoic acid (16.6 mg) and compound D (20 mg) in CH2Cl2 (0.5 mL),N, N-diisopropylamine (14 uL),N, N-Dimethyl-4-aminopyridine (3.3 mg),1- (3-Dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride (15.5 mg) was added and allowed to stir at room temperature. The mixture was stirred overnight, washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over sodium sulfate and filtered. The obtained filtrate was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (chloroform: methanol = 95: 5 ? 9: 1) to obtain IMT-5 precursor (tin compound) (34.6 mg, white solid).

Statistics shows that 641569-94-0 is playing an increasingly important role. we look forward to future research findings about 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid.

Reference:
Patent; Kyoto University; Arkray Corporation; Saji, Hideo; Kimura, Hiroyuki; Matsuda, Hirokazu; Soma, Tasukukei; Nakanishi, Shuichi; (26 pag.)JP2019/64987; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 571189-16-7, 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. 571189-16-7, name is tert-Butyl 4-(6-nitropyridin-3-yl)piperazine-1-carboxylate, molecular formula is C14H20N4O4, 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.

1-tert-Butoxycarbonyl-4-(6-nitro-3-pyridyl)pyridazine (9.8 g, 31.78 mmol), ferric chloride hexahydrate added in a 250 mL three-neck round bottom flask at room temperature (0.6 g, 2.22 mmol) activated carbon (1.77 g) and ethanol(150mL), heat up to 80 C for 0.5h, cool down to 65 C, slowly add hydrazine hydrate (4.5mL, 73.9mmol), continue to heat upThe reaction was stirred at 80 C for 14 h, filtered while hot, washed three times with ethanol, most of the ethanol was removed under reduced pressure, and a yellow solid was evaporated.Filtration, drying and recrystallization from ethanol gave yellow acicular solid 1-tert-butoxycarbonyl-4-(6-amino-3-pyridyl)pyridazine8.617 g, yield 97.4%, purity 98.8%.

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 571189-16-7, tert-Butyl 4-(6-nitropyridin-3-yl)piperazine-1-carboxylate.

Reference:
Patent; Hubei University; Ren Jiaqiang; Zhang Jianxin; Chen Qi; Li Linglan; Chen Yong; (15 pag.)CN108822026; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1246349-97-2, 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.1246349-97-2, name is 4-Chloro-3-iodo-1-(4-methoxybenzyl)-1H-pyrazolo[4,3-c]pyridine, molecular formula is C14H11ClIN3O, molecular weight is 399.61, as common compound, the synthetic route is as follows.

Intermediate 14 Cyclohexyl-[3-iodo-1-(4-methoxy-benzyl)-1H-pyrazolo[4,3-c]pyridin-4-yl]-amine To a solution of Intermediate 13 (0.95 g, 2.4 mmol) in 1-butanol (5 ml) at room temperature was added cyclohexylamine (1.1 ml, 9.52 mmol). The resulting mixture was irradiated at 190 0C for 1 h in a Biotage I-60 microwave reactor. The reaction mixture was then evaporated to dryness and the crude residue was purified by flash chromatography eluting with 10 to 100% ethyl acetate/petroleum ether gradient to give a white solid (0.87 g, 80%) 1H NMR (400 MHz1 DMSO-d6) delta ppm 1.24 – 1.50 (m, 5 H), 1.50 – 1.63 (m, 1 H), 1.63 – 1.80 (m, 2 H), 1.86 – 2.03 (m, 2 H), 3.72 (s, 3 H), 4.02 – 4.15 (m, 1 H), 5.43 (s, 2 H), 5.95 (d, .7=7.3 Hz, 1 H), 6.85 – 6.90 (m, 2 H), 6.95 (d, J=6.0 Hz, 1 H), 7.15 – 7.24 (m, 2 H), 7.76 (d, J=6.0 Hz, 1 H); m/z (ES+APCI)+: 463 [M + H]+.

Statistics shows that 1246349-97-2 is playing an increasingly important role. we look forward to future research findings about 4-Chloro-3-iodo-1-(4-methoxybenzyl)-1H-pyrazolo[4,3-c]pyridine.

Reference:
Patent; MEDICAL RESEARCH COUNCIL TECHNOLOGY; MCIVER, Edward, Giles; SMILJANIC, Ela; HARDING, Denise, Jamilla; HOUGH, Joanne; WO2010/106333; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 154048-89-2 , The common heterocyclic compound, 154048-89-2, name is N-Boc-3-Amino-4-iodopyridine, molecular formula is C10H13IN2O2, 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.

Alternate Preparation: Tert-butyl 2-((benzyloxy)methyl)-lH-pyrrolo[2,3- c]pyridine-l-carboxylate was also prepared in an alternate preparation directly from tert-butyl tert-butyl (4-iodopyridin-3-yl)carbamate: In a sealed tube was added ((prop-2-yn-l-yloxy)methyl)benzene (104 mu, 0.750 mmol) and tert-butyl (4- iodopyridin-3-yl)carbamate (200 mg, 0.625 mmol) in DMF (625 mu). To this was added PdCl2(PPh3)2 (21.93 mg, 0.031 mmol), copper(I) iodide (11.90 mg, 0.062 mmol) and TEA (1742 mu, 12.50 mmol). This reaction was then degassed for 15 minutes and then allowed to stir at 80 C sealed. After 4 hours the reaction was complete. The reaction mixture was poured into ethyl acetate and saturated ammonium chloride. The organic was collected and washed several times with ammonium chloride. The organic was then purified on the biotage eluting in 10% ethyl acetate for 10 column volumes and then 10%-40% Ethyl acetate in hexanes over 10 column volumes. The product, tert-butyl 2-((benzyloxy)methyl)-lH- pyrrolo[2,3-c]pyridine-l-carboxylate (179 mg, 85% yield) was collected as a dark yellow oil. 1H NMR (400MHz, CHLOROFORM-d) delta = 9.58 – 9.20 (m, 1H), 8.70 – 8.42 (m, 1H), 7.54 – 7.34 (m, 6H), 6.78 (s, 1H), 4.98 (d, J=1.3 Hz, 2H), 4.73 (s, 2H), 1.69 (s, 9H).

The synthetic route of 154048-89-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; MCDONALD, Ivar, M.; OLSON, Richard, E.; MATE, Robert, A.; WO2015/191401; (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. 113975-31-8, name is N-(3-Iodopyridin-2-yl)pivalamide, molecular formula is C10H13IN2O, 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. Application In Synthesis of N-(3-Iodopyridin-2-yl)pivalamide

3-Iodopyridin-2-amine N-(3-iodopyridin-2-yl)pivalamide (13.80 g, 45.36 mmole) was taken up in H2SO4 (24 wt. %, 394 ml) and the mixture was stirred for 60 minutes under reflux. After cooling to RT the mixture was neutralised with 4 N NaOH and solid NaHCO3, the aqueous phase was extracted with DCM (3*200 ml), and the combined organic phases were dried over MgSO4. After filtration, the solvent was removed on a rotary evaporator. 3-iodpyridin-2-amine (9.70 g, 97%) was obtained as a cream-coloured solid.

With the rapid development of chemical substances, we look forward to future research findings about 113975-31-8.

Reference:
Patent; GRUNENTHAL GMBH; US2009/156593; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 73257-49-5, 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 73257-49-5, name is Dimethyl 4-(4-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 1,4-DHPs (1 mmol, dissolved in 10 mL acetonitrile), TEMPO(0.05 mmol), FeCl3·6H2O (0.05 mmol), NaNO2 (0.05 mmol) and CH3COOH (1 mL) were added successively to a 25 mL three-neckedround-bottom flask equipped with a magnetic stirrer and a thermometer. The resulting mixture was stirred at room temperature and ambient pressure with an oxygen balloon until the reaction was completed as monitored by TLC (5:1 ethyl acetate/petroleum ether as eluent). Saturated aqueous NaHCO3 solution was added to make it neutral. The mixture was extracted with ethyl acetate three times. The combined organic extracts were washed with saturated aqueous NaCl solution, dried over MgSO4 and filtered. After removal of the solvent under reduced pressure, the residue was purified by columnchromatography (10:1 ethyl acetate/petroleum ether as eluent). Dimethyl 4-(4-chlorophenyl)-2,6-dimethyl-3,5-pyridinedicarboxylate(2l): Pale yellow solid, m.p. 138-140 C (lit.[24] 137-139 C). 1H NMR (500 MHz, CDCl3): delta 7.37 (d, J = 8 Hz, 2H), 7.19 (d, J = 8 Hz, 2H), 3.58 (s, 3H), 2.60 (s, 3H).

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 73257-49-5, Dimethyl 4-(4-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate.

Reference:
Article; Lou, Bin-Hui; Chen, Shu-Bin; Wang, Jian; Chen, Ying; Li, Jing-Hua; Journal of Chemical Research; vol. 37; 7; (2013); p. 409 – 412;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 145100-50-1, 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.145100-50-1, name is 1,1,1-Trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)sulfonyl)methanesulfonamide, molecular formula is C7H4F6N2O4S2, molecular weight is 358.24, as common compound, the synthetic route is as follows.

General procedure: To a mixture of bis(3,5-bis(trifluoromethyl)phenyl)(2,5-dihydroxyphenyl)phosphineoxide (25) (291 mg, 0.500 mmol) and N-(2-pyridyl)bis(trifluoromethanesulfonimide)(358 mg, 1.00 mmol) dissolved in CH2Cl2 (5.0 mL) was added triethylamine (0.174 mL,1.25 mmol) at room temperature. After stirring for 16 h at the same temperature, to the mixture was added an aqueous saturated solution of NH4Cl (5 mL). The mixture was extracted with CH2Cl2 (10 mL × 3), and the combined organic extract was dried (Na2SO4), and after filtration, the filtrate was concentrated under reduced pressure. The residue was purified by flash column chromatography (silica-gel 30 g, n-hexane/EtOAc= 8/2) to give bis(3,5-bis(trifluoromethyl)phenyl)(2,5-bis(triflyloxy)phenyl)phosphineoxide (1g) (399 mg, 0.471 mmol, 94.3%) as a colorless solid.

The chemical industry reduces the impact on the environment during synthesis 145100-50-1, I believe this compound will play a more active role in future production and life.

Reference:
Article; Nishiyama, Yoshitake; Kamada, Shuhei; Yoshida, Suguru; Hosoya, Takamitsu; Chemistry Letters; vol. 47; 9; (2018); p. 1216 – 1219;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 571189-16-7, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 571189-16-7 as follows.

A suspension of 2 and 10% palladium on carbon in ethanol was hydrogenated for 2 h. The reaction mixture was filtered through celite and concentrated in vacuo to give 3 as brown oil. 1H NMR (400 MHz, DMSO-d6): delta 7.77-7.76 (d, J = 2.1 Hz, 1H, ArH), 7.27-7.14 (dd, J = 3.0 Hz, 1H, ArH), 6.51 (d, J = 9.0 Hz, 1H, ArH), 3.61-3.59 (m, 4H, piperazine-CH2), 3.39-3.36 (m, 4H, piperazine-CH2), 1.48 (s, 9H. t-butyl-CH3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,571189-16-7, its application will become more common.

Reference:
Article; Sharath Kumar, Kothanahally S.; Hanumappa, Ananda; Hegde, Mahesh; Narasimhamurthy, Kereyagalahally H.; Raghavan, Sathees C.; Rangappa, Kanchugarakoppal S.; European Journal of Medicinal Chemistry; vol. 81; (2014); p. 341 – 349;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem