Tag: M.W:200-300

Application of 1187322-51-5, 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. 1187322-51-5, name is 6-Amino-5-iodonicotinonitrile, molecular formula is C6H4IN3, 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 the degassed mixture of 6-amino-5-iodopyridine-3-carbonitrile (329 mg, 1 34 mmol), bis(triphenylphosphine)dichloropalladium(0) (95 mg, 0.134 mmol), Cul (128 mg, 0.671 mmol) and TEA (976 mg, 1.34 mL, 9.64 mmol) in absolute THF (18 mL), a propyne solution (3-4 % in THF; 13.2 mL) was added via septum at 0-5 C. The mixture was stirred for 30 minutes at 0-5 C, then for further 18 hours at room temperature. The reaction was quenched by the addition of NH4C1 solution. The solid was removed by filtration, and the cake was washed with CH2.CI2. The combined organic layer was dried over anhydrous Na2S()4, filtered and concentrated in vacuo. The crude product was purified by flash chromatography on silica, eluted by 40 % EtOAc in cyclohexane to obtain 150 mg of 6- amino-5-(prop-l-yn-l-yl)pyridine-3-carbonitrile as a yellow solid (71 %).

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 1187322-51-5, 6-Amino-5-iodonicotinonitrile.

Reference:
Patent; RICHTER GEDEON NYRT.; LEDNECZKI, Istvan; ELES, Janos; TAPOLCSANYI, Pal; HORVATH, Anita; NEMETHY, Zsolt; LEVAY, Gyoergy Istvan; GALAMBOS, Janos; (0 pag.)WO2020/12424; (2020); 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 183483-29-6, name is 2-(2-Bromopyridin-4-yl)acetic acid. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

2-(2-bromopyridin-4-yl)acetic acid (0.9685 g, 4.48 mmol) was dissolved in a mixture of toluene (20 ml)/MeOH (2.50 ml) then cooled to 0C. Trimethyl- silyldiazomethane (5.60 ml, 11.21 mmol) was added. The reaction was stirred at 0C for 1 hr then concentrated to yield methyl 2-(2-bromopyridin-4-yl)acetate. LC/MS [M+H]+: 231.4

With the rapid development of chemical substances, we look forward to future research findings about 183483-29-6.

Reference:
Patent; MERCK SHARP & DOHME CORP.; TANG, Haifeng; YANG, Shu-Wei; MANDAL, Mihir; SU, Jing; LI, Guoqing; PAN, Weidong; TANG, Haiqun; DEJESUS, Reynalda; PAN, Jianping; HAGMANN, William; DING, Fa-Xiang; XIAO, Li; PASTERNAK, Alexander; HUANG, Yuhua; DONG, Shuzhi; YANG, Dexi; WO2015/171474; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.945954-94-9, name is Methyl 6-bromo-3-methoxypicolinate, molecular formula is C8H8BrNO3, molecular weight is 246.06, as common compound, the synthetic route is as follows.HPLC of Formula: C8H8BrNO3

(step .4); To a solution of the compound obtained in step 3 (7.56 g) in THF (110 mL) was added diisobutylaluminum hydride (DIBAL-H) ( 1.5M toluene solution, 24.6 mL) at -78C, and the mixture was stirred at -78C for 1 hr. To the reaction mixture was added saturated aqueous Rochelle salt, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated. The residue was purified by silica gel column chromatography (solvent gradient; 0->33% ethyl acetate/hexane) and crystallized from ethyl acetate/hexane to give 6-bromo-3-methoxypyridine-2- carbaldehyde (5.36 g, 81%) as white crystals,

At the same time, in my other blogs, there are other synthetic methods of this type of compound,945954-94-9, Methyl 6-bromo-3-methoxypicolinate, and friends who are interested can also refer to it.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2007/89031; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1187322-51-5, 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.1187322-51-5, name is 6-Amino-5-iodonicotinonitrile, molecular formula is C6H4IN3, molecular weight is 245.02, as common compound, the synthetic route is as follows.

To the solution of 3-iodo-5-isocyanopyridin-2-amine (2.74 g, 11.2 mmol, 1 eq) in anhydrous dimethylformamide (25 mL) in a 100 mL round bottom flask was added ammonium chloride (1.02 g, 1.7 eq) and sodium azide (1.24 g, 1.7 eq). The resulting reaction mixture was heated to 100 C. under nitrogen for 20 hours. After the reaction mixture was cooled to room temperature, it was poured into ice-chunk filled water and the pH of the mixture was adjusted to ?3.5 using aqueous hydrochloric acid (2 N). After the mixture was stirred at room temperature for about two hours, it was filtered through a Buchner funnel, rinsed with water, giving a brown solid. The solid was treated with MeOH-CHCl3 and concentrated down with silica gel. Upon gradient column chromatography (MeOH-EtOAc 1:20 to 1:5), 3-iodo-5-(2H-tetrazol-5-yl)pyridin-2-amine was obtained as off-white solid in the amount of 1.15 g. 1H NMR (600 MHz, DMSO-d6) delta ppm 8.60 (d, J=1.76 Hz, 1H) 8.45 (d, J=2.05 Hz, 1H) 6.77 (br. s., 2H).

Statistics shows that 1187322-51-5 is playing an increasingly important role. we look forward to future research findings about 6-Amino-5-iodonicotinonitrile.

Reference:
Patent; Allergan, Inc.; Boral, Sougato; Malone, Thomas C.; Wang, Shimiao; Rao, Sandhya; Yang, Rong; (28 pag.)US2016/102081; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1227588-59-1 ,Some common heterocyclic compound, 1227588-59-1, molecular formula is C6H3BrFNO, 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.

General procedure: To a solution of 1Himidazole4carbaldehyde (0.50 g, 5.20 mmol) and 6chloro4methoxynicotinonitrile (1.05 g, 6.24 mmol) in DMF (10 mL) was added K2CO3 (1.08 g, 7.81 mmol) at ambient temperature under a nitrogen atmosphere. The resulting reaction mixture was heated at 90C for 1 h. The reaction mixture was cooled to ambient temperature and diluted with ice water (30 mL). The resulting precipitate was filtered and was washed with ethanol (2 mL) to obtained Intermediate 11 (0.30 g, 25.00%).1H NMR (400 MHz, DMSOd6) G ppm 4.13 (s, 3 H), 7.81 (s, 1 H), 8.83 (s, 2 H), 8.95 (d, J = 1.19 Hz, 1 H), 9.87 (s, 1 H). LCMS (MethodL): retention time 0.75 min, [M+H] 229.1.

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. 1227588-59-1, 6-Bromo-5-fluoronicotinaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; YADAV, Navnath Dnyanoba; BHIDE, Rajeev S.; BORA, Rajesh Onkardas; GUNAGA, Prashantha; PANDA, Manoranjan; PRIESTLEY, Eldon Scott; RICHTER, Jeremy; (444 pag.)WO2018/222795; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 59782-86-4, Adding some certain compound to certain chemical reactions, such as: 59782-86-4, name is 2-Chloro-5-iodonicotinic acid,molecular formula is C6H3ClINO2, 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 59782-86-4.

To a solution of 2-chloro-5-iodonicotinicacid (1 g, 3.38 mmol), 3-(difluoromethyl)-4-methyl-benzylamine (876 mg, 4.22 mmol), and DIPEA (1.8 mL) in DMF (10 mL) cooled at 0C was added BOP reagent (1.65 g,3.73 mmol). The mixture was stirred at 0C for 2 h and atroom temperature for 1 h and diluted with a mixture of EtOAc(100 mL) and n-hexane (50 mL). The organic solution waswashed with water, saturated aqueous NaHCO3 and brine,dried over Na2SO4, and concentrated in vacuo. 2-Propanol(15 mL) was added to the residual solid, and the resultingsuspension was stirred at room temperature for 1 h. The precipitates were collected by filtration to yield 7 (1.11 g, 76%) as pale yellow solid. 1H-NMR (400 MHz, DMSO-d6) delta: 9.17 (1H, t, J=6.0 Hz),8.73 (1H, d, J=2.3 Hz), 8.29 (1H, d, J=2.3 Hz), 7.52 (1H, br s),7.41 (1H, br d, J=7.7 Hz), 7.15 (1H, t, J=55.0 Hz), 7.29 (1H,br d, J=7.7 Hz), 4.46 (2H, d, J=6.0 Hz), 2.37 (3H, s). MS (ESI)m/z: 436.9 (M+H)+. HPLC purity 94.8% (4.37 min, method B).

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. 59782-86-4, 2-Chloro-5-iodonicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Takahashi, Bitoku; Funami, Hideaki; Shibata, Makoto; Maruoka, Hiroshi; Koyama, Makoto; Kanki, Satomi; Muto, Tsuyoshi; Chemical and Pharmaceutical Bulletin; vol. 63; 10; (2015); p. 825 – 832;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 896722-51-3, 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. 896722-51-3, name is 6-Methyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine. A new synthetic method of this compound is introduced below.

To a solution of 14b (4.50 mmol, 1.22 g) in 30 mL ethanol wasadded 4N NaOH solutions (10 mL). The resulting mixture washeated to reflux for 10 h, cooled down to room temperature andconcentrated under reduced vacuum. Water (30 mL) was added tothe reaction, and the mixturewas extracted with EtOAc (15mL 3).The combined organic phase was dried over anhydride sodiumsulfate and concentrated under reduced vacuum. The residue wasfurther purified by column chromatography on silica gel using PE/EA as eluent to afford product 7o, yield: 70%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,896722-51-3, 6-Methyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine, and friends who are interested can also refer to it.

Reference:
Article; Liu, Bin; Yuan, Xia; Xu, Bo; Zhang, Han; Li, Ridong; Wang, Xin; Ge, Zemei; Li, Runtao; European Journal of Medicinal Chemistry; vol. 170; (2019); p. 1 – 15;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 15862-50-7, 3-Bromo-2-methoxy-5-nitropyridine, 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, 15862-50-7, blongs to pyridine-derivatives compound. Formula: C6H5BrN2O3

2nd Step Pd(PPh3)4 (60 mg) and tributyl (1-ethoxyvinyl)tin were added to a DMAc (3 ml) solution containing 3-bromo-2-methoxy-5-nitropyridine (69 mg) obtained in the 1st step, followed by microwave irradiation (Initiator, 180 C., 10 minutes, 2.45 GHz, 0-240 W). Saturated sodium hydrogen carbonate was added to the reaction solution, followed by extraction with ethyl acetate. The organic layers were dried over anhydrous sodium sulfate. The solvent was distilled away under reduced pressure and the obtained residue was purified by silica gel chromatography (n-hexane:ethyl acetate=9:1 to 3:7). A light yellow solid of 1-(2-methoxy-5-nitropyridin-3-yl)ethanone (72 mg) was thus obtained. MS (ESI m/z): 197 (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,15862-50-7, its application will become more common.

Reference:
Patent; FUJIFILM Corporation; FUJIWARA, Hideyasu; MIZUMOTO, Shinsuke; KUBO, Yohei; NAKATA, Hiyoku; HAGIWARA, Shinji; BABA, Yasutaka; TAMURA, Takashi; KUNIYOSHI, Hidenobu; MASHIKO, Tomoyuki; YAMAMOTO, Mari; US2014/309225; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 60010-03-9, 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.60010-03-9, name is 2,6-Dichloro-4-methyl-3-nitropyridine, molecular formula is C6H4Cl2N2O2, molecular weight is 207.01, as common compound, the synthetic route is as follows.

6-Chloro-2-((f?)-3-fluoro-pyrrolidin-1 -yl)-4-methyl-3-nitro-pyhdine (Intermediate compound)To a solution of 2,6-dichloro-4-methyl-3-nitropyhdine (6.5g; 31.4 mmol) and TEA (1 Og; 3eq) in acetonitrile (200ml) was added (f?)-(-)-3-fluoropyrrolidine hydrochloride (4.75g; 1.2eq). The mixture was stirred for 4h at rt, after which the reaction mixture was quenched with sat NaHCOs(aq) (300ml), diluted with water and and EtOAc. The layers were separeted and the waterlayer was extracted with EtOAc (3x15OmL) untill no UV(254nm) active material was extracted). The com- bined organic layers were washed with brine and dried over Na2SO4(s). Filtration and in vacuo concentration resulted in a quantitative yield 8.36g of the title compound as a yellow/orange oil.

Statistics shows that 60010-03-9 is playing an increasingly important role. we look forward to future research findings about 2,6-Dichloro-4-methyl-3-nitropyridine.

Reference:
Patent; NEUROSEARCH A/S; BROWN, William, Dalby; JESSEN, Carsten; MATTSSON, Cecilia; SOTT, Richard; STRØBAeK, Dorte; WO2010/122064; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.89282-03-1, name is 3-Iodopyridin-4-ol, molecular formula is C5H4INO, molecular weight is 221, as common compound, the synthetic route is as follows.name: 3-Iodopyridin-4-ol

General procedure: In a pressure tube, a suspension of 5% Pd/C (5 mol%), 2-bromo-3-hydroxypyridine (0.5 mmol), LiCl (0.5 mmol),cesium carbonate (1 mmol), and terminal alkyne (1.0 mmol)in DMF (3 mL) was stirred for designated period at 150 C.The reaction mixture was filtered, and neutralized with saturatedNH4Cl solution, followed by extraction with ethyl acetate.The crude product was purified by columnchromatography with the use of hexane and ethyl acetate aseluents.The following compounds were prepared with abovedescribed general procedure.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,89282-03-1, 3-Iodopyridin-4-ol, and friends who are interested can also refer to it.

Reference:
Article; Park, Hee Jung; Kim, Ji-Eun; Yum, Eul Kgun; Kim, Young Hoon; Han, And Chang-Woo; Bulletin of the Korean Chemical Society; vol. 36; 1; (2015); p. 211 – 218;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem