Tag: M.W:100-200

Related Products of 6515-09-9, 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. 6515-09-9, name is 2,3,6-Trichloropyridine. A new synthetic method of this compound is introduced below.

General procedure: TCP A (333 mg), complex (1.71 mol%) and solvent (3 mL) are added to each reactor, followed byNEt3 (446 microL). The reactor is purged with nitrogen (3 times) and hydrogen (3 times) thenhydrogenated at 5 bar and various reactor temperatures for 60 mins in a Biotage Endeavor. 40 pL aliquot of each reaction mixture is added to 1 mL MeCN and analysed by normal HPLC method. HPLC areas are converted to concentration (pmol/mL) from the gradients equations in the multipoint external standard.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6515-09-9, 2,3,6-Trichloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; JOHNSON MATTHEY PUBLIC LIMITED COMPANY; MORTIMER, Danny Lee; (19 pag.)WO2017/85476; (2017); 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. 1097264-89-5, name is 2-Chloro-5-fluoro-3-methoxypyridine, molecular formula is C6H5ClFNO, 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. Product Details of 1097264-89-5

To a solution of 2-chloro-5-fluoro-3-(methyloxy)pyridine D47 (0.11 g, 0.70 mmol) in dry toluene (3 ml), sodium t-butoxide (0.094 g, 0.98 mmol), Pd2(dba)3 (0.064 g, 0.07 mmol), BINAP (0.131 g, 0.21 mmol) and benzophenone imine (0.14 ml, 0.84 mmol) were added. The resulting mixture was degassed (3×pump/N2) and then heated to 80 C. After 1 h stirring, the mixture was cooled down to room temperature, diluted with Et2O (80 ml) and filtered through a celite pad. Volatiles were evaporated, the resulting oil was dissolved in THF (8 ml) and HCl (0.35 ml of a 2 M aqueous solution, 0.70 mmol) was added. The mixture was stirred at room temperature for 1.5 h, then neutralized with a saturated NaHCO3 aqueous solution and diluted with DCM (40 ml). The phases were separated and the aqueous one back-extracted with DCM (2×10 ml). The collected organic layers were dried (Na2SO4), filtered and evaporated. The residue was purified by flash chromatography on silica gel (Biotage SP4 12M, Cy/EtOAc 60/40) to give the title compound D48 (0.071 g, 0.49 mmol, 70% yield from D47, two steps) as a yellow solid. UPLC: rt=0.28 min, peak observed: 143 (M+1). C6H7FN2O requires 142.

With the rapid development of chemical substances, we look forward to future research findings about 1097264-89-5.

Reference:
Patent; ALVARO, GIUSEPPE; AMANTINI, DAVID; BELVEDERE, SANDRO; US2009/22670; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 81803-60-3, 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.81803-60-3, name is Ethyl imidazo[1,5-a]pyridine-3-carboxylate, molecular formula is C10H10N2O2, molecular weight is 190.2, as common compound, the synthetic route is as follows.

Under hydrogen a solution of ethyl imidazo[1,5-a]pyridine-3-carboxylate (300 mg, 1.58 mmol,1.00 equiv) and Pd/C (10 wt%, 30 mg) in methanol (20 mL) was stirred for 30 h at room temperature. After filtration the filtrate was collected and concentrated under vacuum. This resulted in 325 mg of the title compound (crude) as a white solid. LC-MS (ES, mlz): 195 [M+H].

The chemical industry reduces the impact on the environment during synthesis 81803-60-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BLAQUIERE, Nicole; BURCH, Jason; CASTANEDO, Georgette; FENG, Jianwen A.; HU, Baihua; STABEN, Steven; WU, Guosheng; YUEN, Po-wai; WO2015/25025; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 67310-56-9, Adding some certain compound to certain chemical reactions, such as: 67310-56-9, name is 1-(5-Hydroxypyridin-2-yl)ethanone,molecular formula is C7H7NO2, 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 67310-56-9.

A 2.5 mL microwave vial was charged with Example 28A (35 mg, 1 equivalent, 0.096 mmol), K2CO3(27mg, 0.19 mmol), l-(5-hydroxypyridin-2-yl)ethanone (27 mg, 0.19 mmol) and potassium iodide (1,2 mg, 0.07 equivalent, 0.05 mmol). To this mixture was added acetone (1.5 mL). The resulting mixture was heated in a Biotage Initiator microwave for 45 minutes at 140 C (0-450 W). Upon completion, the mixture was then filtered, and the filtrate was concentrated to dryness. The residue was dissolved in 1 : 1 dimethyl sulfoxide/methanol and purified by preparative reverse phase HPLC on a Phenomenex Luna C8(2) 5 mupiiota 100 A AXIA column (30 mm x 150mm). A gradient of acetonitrile (A) and 0.1% trifluoroacetic acid in water (B) was used, at a flow rate of 50 mL/minute (0-0.5 minutes 5% A, 0.5-8.5 minutes linear gradient 5- 100% A, 8.7-10.7 minutes 100% A, 10.7 -11.0 minutes linear gradient 100-5% A) to afford the title compound.JH NMR (400 MHz, DMSO- ) delta ppm 8.39 (d, / = 2.9 Hz, 1H), 7.96 (d, / = 8.8 Hz, 1H), 7.53 – 7.45 (m, 2H), 7.05 (dd, / = 11.3, 2.9 Hz, 1H), 6.85 (ddd, / = 9.0, 2.8, 1.2 Hz, 1H), 4.64 (s, 2H), 4.46 (s, 2H), 2.58 (s, 3H), 2.28 (s, 6H). MS (APCI) m/z 462.3 (M+H)+.

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. 67310-56-9, 1-(5-Hydroxypyridin-2-yl)ethanone, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; PLIUSHCHEV, Marina, A.; FROST, Jennifer, M.; TONG, Yunsong; BLACK, Lawrence, A.; XU, Xiangdong; SHI, Lei; ZHANG, Qingwei, I.; CHUNG, Seungwon; XIONG, Zhaoming; SWEIS, Ramzi, Farah; DART, Michael, J.; BROWN, Brian, S.; MURAUSKI, Kathleen; (673 pag.)WO2019/90069; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1839-17-4, 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 1839-17-4, name is N4-Methylpyridine-3,4-diamine. This compound has unique chemical properties. The synthetic route is as follows.

(d) N-(4-methylamino-3-pyridyl)-N’-cyclohexylthiourea Cyclohexyl isothiocyanate (1.09 ml, 7.71 mmol) was added to a solution of 3-amino-4-methylaminopyridine (950 mg, 7.71 mmol) in DMF (5 ml), and the mixture was stirred at room temperature for 1 hour and at 120 C. for 3 hours. After removal of the solvent, the residue was subjected to silica gel column chromatography (eluent: chloroform_methanol=10:1 (v/v)) and recrystallization to purify it, thereby obtaining 98 mg of the intended product as flesh-colored crystals. m.p.: >250 C. IR (KBr): 3500-3000, 2920, 1600 cm-1 1 H-NMR (CDCl3) delta ppm: 1.0-2.1 (10H, m), 2.89 (3H, d, J=4.0 Hz). 4.1-4.4 (1H, m), 4.93 (1H, d, J=4.0 Hz), 5.72 (1H, d, J=6.0 Hz), 6.56 (1H, d, J=6.0 Hz), 7.65 (1H, s), 8.10 (1H, s), 8.26 (1H, d, J=6.0 Hz) 13 C-NMR (CDCl3) delta ppm: 24.5, 25.1, 28.7, 32.2, 53.8, 105.2, 118.0, 147.4, 149.0, 151.7, 179.9

According to the analysis of related databases, 1839-17-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; The Green Cross Corporation; US5371086; (1994); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 6515-09-9, Adding some certain compound to certain chemical reactions, such as: 6515-09-9, name is 2,3,6-Trichloropyridine,molecular formula is C5H2Cl3N, 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 6515-09-9.

18.4 g (0.1 mol) 2,3,6-trichloropyridine was dissolved in 70 g glacial acetic acid and 0.54 g molybdenum trioxide was added,The temperature was raised to 80 C, 13.6 g (0.12 mol) of hydrogen peroxide (30%) was slowly dropped,Full response, liquid chromatography control, the reaction is over, the catalyst was filtered, the filtrate was concentrated to recover acetic acid, 2,3,6-trichloropyridine nitrogen oxide 18.2g, yield 90%.

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. 6515-09-9, 2,3,6-Trichloropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nanjing Hong Sun Biochemical Co., Ltd.; Jiang Jianhua; Yue Ruikuan; Jiang Tao; Chen Honglong; Luo Chaoran; (6 pag.)CN106243027; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 3222-56-8, 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 3222-56-8, name is 2-Methylnicotinic acid. This compound has unique chemical properties. The synthetic route is as follows.

29) 2-methylnicotinamideTo a solution of 2-methylnicotinic acid (0.537 mg, 3.9 mmol) in 20 mL of DMF at 0 0C was added HATU (1.56 g, 4.1 mmol) followed by the dropwise addition of DIPEA (0.72 ml, 4.1 mmol). NH3(g) was then bubbled into the solution for 15 mins. The reaction was o allowed to stir overnight. The resulting paste was filtered and rinsed with cold DMF and discarded. The mother liquor was concentrated and purified by normal phase chromatography using CH2Cl2/7 N NH3 in MeOH: 93/7 as eluent. Yielded a white solid (405 mg, 76 %). IH NMR (400 MHz, CHLOROFORM-D) delta ppm 1.34 (s, 9 H), 1.36 (d, J=6.64 Hz, 3 H), 2.56 (s, 3 H), 4.32 – 4.40 (m, 1 H), 7.15 – 7.19 (m, J=8.20 Hz, 1 H), 7.68 (d, J=8.20 Hz, s I 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 3222-56-8, 2-Methylnicotinic acid.

Reference:
Patent; ASTRAZENECA AB; WO2007/73303; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 886365-46-4, 5-Chloro-3-methylpyridine-2-carboxylic acid, 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, Computed Properties of C7H6ClNO2, blongs to pyridine-derivatives compound. Computed Properties of C7H6ClNO2

Example 4 Synthesis of N-(3-((4S,6S)-2-amino-4-(fluoromethyl)-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-5-chloro-3-methylpicolinamide The title compound was synthesized by procedures and steps analogous to those described in Method A in Example 2 above, but using 5-chloro-3-methylpicolinic acid (Intermediate 6) in step 1. MS m/z=463.0 [M+H]+. Calculated for C19H16ClF5N4O2: 462.801 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 2.22 (t, J=13.20 Hz, 1H) 2.73 (dd, J=13.60, 2.64 Hz, 1H) 2.79 (s, 3H) 4.14-4.22 (m, 1H) 4.41-4.58 (m, 1H) 4.63-4.79 (m, 1H) 7.11 (dd, J=11.54, 9.00 Hz, 1H) 7.47 (dd, J=6.94, 2.84 Hz, 1H) 7.65 (d, J=1.76 Hz, 1H) 8.08 (ddd, J=8.85, 4.16, 2.84 Hz, 1H) 8.39 (d, J=1.76 Hz, 1H) 10.04 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,886365-46-4, 5-Chloro-3-methylpyridine-2-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; MINATTI, Ana Elena; LOW, Jonathan D.; ALLEN, Jennifer R.; CHEN, Jian; CHEN, Ning; CHENG, Yuan; JUDD, Ted; LIU, Qingyian; LOPEZ, Patricia; QIAN, Wenyuan; RUMFELT, Shannon; RZASA, Robert M.; TAMAYO, Nuria A.; XUE, Qiufen; YANG, Bryant; ZHONG, Wenge; US2014/249104; (2014); 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. 1124-29-4, name is 5-Acetylpyridin-2(1H)-one, molecular formula is C7H7NO2, 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. HPLC of Formula: C7H7NO2

General procedure: [0561] To a solution of III-3 (1 eq.) in DCM (0.1 mmol/mL) was added boronic acid III-4 (2 eq.), Cu(OAc)2 (1 eq), Pyridine (10 eq.) and Pyridine-N-Oxide (2 eq.), followed by addition of 4 molecular sieve (quantity approx. equal to III-3). The reaction mixture was stirred at rt under oxygen atmosphere overnight. After completion of the reaction indicated by TLC, the resulting mixture was filtered and washed with, the filtrate was washed with brine, dried over Na2SO4 and concentrated. The residue was purified by column chromatography on silica gel to give III-5. [0562] Compound 10 (61% yield): 1H NMR (DMSO-d6, 400 MHz) delta 8.43 (d, J=2.4 Hz, 1H), 7.90 (dd, J=9.6, 2.4 Hz, 1H), 7.39 (d, J=8.8 Hz, 2H), 7.06 (d, J=8.8 Hz, 2H), 6.51 (d, J=9.6 Hz, 1H), 3.81 (s, 3H), 2.41 (s, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 1124-29-4.

Reference:
Patent; Buckman, Brad Owen; Nicholas, John Beamond; Ramphal, Johnnie Y.; Emayan, Kumaraswamy; Seiwert, Scott D.; US2014/94456; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 23628-31-1, 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. 23628-31-1, name is 6-Aminopicolinic acid, molecular formula is C6H6N2O2, 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.

Example 3. Preparation of 2-(4-fluoro-2-(trifluoromethyl)phenyl)-N-(6- (morpholinomethyl) pyridine-2-yl)-3H-imidazo[4,5-b]pyridine-7-carboxamide (Compound 110):; Step 1) Synthesis of ethyl 6-aminopicolinate (10): 9 10To a solution of 2-amino-6-pyridinecarboxylic acid (9; 6.0 g, 43.5 mmol) in ethanol (150 mL) was added SOCl2 (12.0 g, 101.0 mmol) at 0 0C. The resulting reaction mixture was stirred under reflux for 12 h. Upon cooling to room temperature, the reaction mixture was concentrated under reduced pressure. Enough saturated aqueous Na2CO3 solution was added to adjust the pH = 9. The mixture was concentrated under reduced pressure and dichloromethane (150 mL) was added to the resulting residue. The mixture was stirred vigorously at room temperature for 30 min and then filtered. The filtrate was concentrated under reduced pressure to afford ethyl 6-aminopicolinate 10 (5.5 g, 76%). MS (ESI) calcd for C8Hi0N2O2: 166.2; found: 167 [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 23628-31-1, 6-Aminopicolinic acid.

Reference:
Patent; SIRTRIS PHARMACEUTICALS, INC.; VU, Chi, B.; DISCH, Jeremy, S.; WO2010/88574; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem