Day: March 24, 2022

Related Products of 132521-70-1, 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 132521-70-1 as follows.

A suspension of 6-(4-methyl-piperazin-1-yl)-nicotinic acid (200 mg) in DMF (2 ml) was treated under an argon atmosphere with diisopropylamine (0.50 ml), benzylamine (0.12 ml) and BOP (600 mg). The reaction mixture was stirred at r.t. overnight, then diluted with water and extracted with EtOAc. The combined organic layers were washed with water and brine, dried over MgSO4, filtered and concentrated. The crude product was purified by column chromatography (silica gel; gradient: CH2Cl2?CH2Cl2/MeOH 9:1) to give N-benzyl-6-(4-methyl-piperazin-1-yl)-nicotinamide (120 mg) as off-white solid. MS (ISP): 311.3 ([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,132521-70-1, its application will become more common.

Reference:
Patent; Galley, Guido; Zbinden, Katrin Groebke; Norcross, Roger; Stalder, Henri; US2009/36452; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1042986-00-4, 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. 1042986-00-4, name is 2-Fluoro-5-methylnicotinic acid. A new synthetic method of this compound is introduced below.

To a cooled to 0 C. mixture of 4-amino-benzoic acid methyl ester (0.930 g, 61.7 mmol) and 2-fluoro-5-methylnicotinic acid (10.0 g, 64.5 mmol) was added a solution of HOBt (10.0 g, 74.0 mmol) in dry DMF (100 mL). EDC (11.0 g, 70.9 mmol) was added and the reaction mass was stirred overnight at room temperature. The resulting mixture was poured into cold water (600 mL). The precipitated solid was collected by filtration, washed with water, and dried in vacuum to obtain methyl 4-(2-fluoro-5-methylnicotinamido)benzoate (14.2 g, 80%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1042986-00-4, 2-Fluoro-5-methylnicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; Enanta Pharmaceuticals, Inc.; Kim, In Jong; Panarese, Joseph; Blaisdell, Thomas P.; Yu, Jianming; Shook, Brian C.; Or, Yat Sun; US2019/2478; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1072438-56-2, 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.1072438-56-2, name is Methyl 6-(aminomethyl)nicotinate hydrochloride, molecular formula is C8H11ClN2O2, molecular weight is 202.6381, as common compound, the synthetic route is as follows.

Preparation 26Methyl 6-[(isobutyrylamino)methvHnicotinateTo an ice-cold suspension of methyl 6-(aminomethyl)nicotinate hydrochloride (1 .00 g, 4.1 8 mmol) and N-ethyl-N-isopropylpropan-2-amine (1 .89 g, 2.55 mL, 14.6 mmol) in DCM (10 mL) was added dropwise a solution of isobutyryl chloride (535 mg, 526 mu, 5.02 mmol) in DCM (3 mL). The reaction mixture was allowed to warm to room temperature, washed with water (5 mL), 1 0% aqueous citric acid solution (5 mL), saturated aqueous sodium bicarbonate solution (5 m L), brine (5 mL), dried over magnesium sulfate, filtered and evaporated to yield the title compound as a pale orange solid (0.988 g, 100%):1H NMR (400 MHz, CDCI3): delta 1 .22 (d, 6H), 2.45 – 2.55 (m, 1 H), 3.95 (s, 3H), 4.62 (d, 2H), 6.67 – 6.68 (br, 1 H), 7.32 – 7.36 (m, 1 H), 8.26 – 8.30 (m, 1 H), 9.15 (s, 1 H).LCMS Rt = 1 .72 minutes MS m/z 237 [MH]+

The chemical industry reduces the impact on the environment during synthesis 1072438-56-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PFIZER LIMITED; BROWN, Alan Daniel; RAWSON, David James; STORER, Robert Ian; SWAIN, Nigel Alan; WO2012/7869; (2012); A2;,
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. 72141-44-7, name is 4-Chloro-2-methoxypyridine, the common compound, a new synthetic route is introduced below. Quality Control of 4-Chloro-2-methoxypyridine

(a); 5.76 g (40.1 mmol) of 4-chloro-2-methoxypyridine was dissolved in 20 ml of dimethylformamide, and a dimethylformamide (20 ml) solution of 8.01 g of N-bromosuccinimide (98%, 44.1 mmol) was dropwise added over a period of 30 minutes. After stirring at room temperature for 2 days, an unreacted material was confirmed, and thus 2.85 g of N-bromosuccinimide (98%, 16 mmol) was further added, followed by stirring at room temperature further for 3 days. The reaction mixture was poured into 250 ml of water, followed by extraction with ethyl ether (100 ml each) three times. The organic layer was washed with water (100 ml), a sodium thiosulfate aqueous solution (100 ml) and then a saturated sodium chloride solution (100 ml), dried over magnesium sulfate and subjected to filtration, and the solvent was distilled off under reduced pressure. The obtained crude product was purified by silica gel chromatography to obtain 7.10 g (yield: 80%) of 5-bromo-4-chloro-2-methoxypyridine. 1H-NMR(CDCl3, 400MHz): delta (ppm) =3.91 (s, 3H), 6. 89 (s,1H), 8.28(s,1H)

The synthetic route of 72141-44-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ISHIHARA SANGYO KAISHA, LTD.; EP1679003; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1137-67-3, 2-(Pyridin-3-yl)-1H-benzo[d]imidazole, 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, Formula: C12H9N3, blongs to pyridine-derivatives compound. Formula: C12H9N3

A solution of 2-(3-pyridyl)-1H-benzimidazole, L1, (0.34 g,1.79 mmol) in methanol (4 ml) was added to a solution ofZn(OAc)22H2O (0.39 g, 1.79 mmol) in methanol (6 ml).The mixture was stirred for 24 h at room temperature to give a white precipitate. After the reaction period, the precipitate was filtered off, washed with methanol (3 9 20 mL) and dried to afford complex 1 as a white solid. Yield = 0.39 g (58 %). 1H NMR (400 MHz,DMSO-d6): d(ppm): 13.15 (s, 1H, NH), 9.45 (d, 1H, 3JHH = 7.19 Hz, ArH), 8.76 (d, 1H, 3JHH = 7.29 Hz,ArH), 8.54 (d, 1H, 3JHH = 7.29 Hz, ArH), 7.61 (d, 2H,3JHH = 7.19 Hz, ArH), 7.21 (d, 2H, 3JHH = 7.30 Hz,ArH), 1.80 (s, 6H, CH3). IR m (cm-1): 3074.87 (weak, N-H), 1625 (strong, C=O), 1601 (medium, C=Npy), 1445(weak, ArH). (ESI-MS) m/z (%): 194 (M?-Zn2C8H13O8-L1, 100 %); 314 (M?-ZnC6H13O6L1, 8.0 %), 501 (M?-ZnC7H12O6, 8.2 %), 501(M?-C4H12, 8.2 %). Anal. Calcd.for C16H15N3O4Zn: C, 50.75; H, 3.99; N, 10.00. Found: C,50.60; H, 3.70; N, 9.65.

The synthetic route of 1137-67-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zaca, Thembisile P.; Ojwach, Stephen O.; Akerman, Matthew P.; Transition Metal Chemistry; vol. 41; 6; (2016); p. 663 – 673;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 905563-79-3, 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. 905563-79-3, name is 2-Chloro-4-methoxynicotinaldehyde, molecular formula is C7H6ClNO2, 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.

Step 2: 2-Chloro-4-methoxypyridin-3-yl)methanol (26) A solution of 2-chloro-4-methoxynicotinaldehyde (0.190 g, 1.11 mmol) in methanol (10 mL) was treated with sodium borohydride (0.044 g, 1.2 mmol) and stirred at RT for 1 hour. The reaction was concentrated in vacuo, redissolved in ethyl acetate, washed with water and brine, dried over sodium sulfate, filtered and concentrated, providing the crude title compound which was used without further purification. LRMS m/z (M+H) 174.2 found, 174.1 required.

According to the analysis of related databases, 905563-79-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; SKUDLAREK, Jason, W.; WO2014/176144; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 19235-89-3 ,Some common heterocyclic compound, 19235-89-3, molecular formula is C6H3ClN2, 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.

2-Acetyl-4-chloropyridine: To a solution of 4-chloro-2-pyridinecarbonitrile (5.35 g, 38.6 mmol) in benzene (50 ml) and ether (50 ml) cooled to 0 C was added dropwise over 20 min a 2M solution of MeMgI in ether (23 ml, 46.3 mmol). After 0.5 h, the mixture was allowed to warm to ambient temperature, and stirring continued for 2 hours. The mixture was cooled to 0 C and 2M aqueous HCl (100 ml) added. Themixture was made basic with saturated aqueous sodium bicarbonate (~80 ml) and the organic layer separated and dried (MgSO4). After removal of solvent, the residue was purified by flash chromatography eluding with ethyl acetate/hexane (1:5) to afford 3.60 g (60%) of 2-acetyl-4-chloropyridine. 1H-NMR (DMSO-d6) 8.59 (1 H, d, J=5.1 Hz), 8.04 (1 H, d, J=1.8 Hz), 7.47 (1 H, dd, J=1.8, 5.1 Hz), 2.72 (3 H, s).

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. 19235-89-3, 4-Chloropyridine-2-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; EP1065206; (2001); 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. 10273-89-9, name is 2-(o-tolyl)pyridine, molecular formula is C12H11N, 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. Recommanded Product: 10273-89-9

General procedure: Unless otherwise stated, in an Argon filled glove-box a crimp-cap microwave vial equipped with a magnetic stirring bar was charged with the appropriate cyclometalated Ru(ll)-catalyst (like Ru1-Ru46, from 3 mol % to 10 mol %), KOAc (5.9 mg, 0.06 mmol, 30 mol %), K2CO3 (2.0 – 4.0 equiv.), the appropriate DG-containing arene (like N1-N12, 0.20 mmol, 1.0 equiv.), the appropriate (hetero)aryl (pseudo)halide (like X1-X42, 0.2 mmol, 1.0 equiv) and /V-methyl-2- pyrrolidone (NMP) (200 pL, 1 M). The vial was capped and stirred at 35 C for 24 hours. Upon completion, the crude mixture was loaded on a silica gel column and purified by flash chromatography.

With the rapid development of chemical substances, we look forward to future research findings about 10273-89-9.

Reference:
Patent; THE UNIVERSITY OF MANCHESTER; LARROSA, Igor; SIMONETTI, Marco; CANNAS, Diego Maria; (94 pag.)WO2019/215426; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 178876-83-0 , The common heterocyclic compound, 178876-83-0, name is Methyl 6-amino-3-bromopicolinate, molecular formula is C7H7BrN2O2, 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.

To a solution of methyl 6-amino-3-bromopicolinate (200 mg, 866 umol, 1 eq) in EtOH (50 mL) was added NaHC03 (124 mg, 1.47 mmol, 1.7 eq) and l-chloropropan-2- one (2.35 g, 25.4 mmol, 3.00 mL, 29.3 eq). The reaction was stirred at 90 C for 24 hr. The reaction was cooled to 25 C and concentrated in vacuo. To the residue was added water (50 mL). The aqueous phase was extracted with ethyl acetate (50 mL*3). The combined organic phase was washed with brine (50 mL*2), dried with anhydrous Na2S04, filtered and (0369) concentrated in vacuo. The residue was purified by Prep-TLC (Petroleum ether/Ethyl acetate=l/l). Example 1 14A (120 mg crude) was obtained as a brown oil. ESI m/z 269[M +1 ]+.

The synthetic route of 178876-83-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHRYSALIS, INC.; GWALTNEY, Stephen; (147 pag.)WO2017/214413; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 688782-02-7, 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. 688782-02-7, name is 4-Chloro-3-methyl-1H-pyrrolo[2,3-b]pyridine, molecular formula is C8H7ClN2, 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 97(1)4-Chloro-3-methyl-1-{(2-(trimethylsilyl)ethoxy)methyl}-1H-pyrrolo[2,3-b]pyridine (97a)Compound (40d) (1.0 g) was dissolved in DMF (20 mL), and sodium hydride (0.288 g, a 55% dispersion in paraffin liquid) was added to the resulting solution at 0 C., followed by stirring for 10 min. Then, {2-(chloromethoxy)ethyl}silane (1.16 mL) was added to the reaction solution, followed by stirring at room temperature for 1 hr. Ice water was added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was washed with saturated saline and was then dried over anhydrous sodium sulfate. The solvent was distilled away, and the residue was purified by neutral silica gel column chromatography (hexane/ethyl acetate) to obtain compound (97a) (4.50 g, 84%) as a colorless oily substance.1H-NMR (CDCl3) delta: 8.21 (1H, d, J=5.12 Hz), 7.19 (1H, s), 7.10 (1H, d, J=5.12 Hz), 5.68 (2H, s), 3.58 (2H, t, J=8.17 Hz), 2.43 (3H, s), 0.97 (2H, t, J=8.17 Hz), 0.00 (9H, s); LRMS (ESI) m/z 297 [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 688782-02-7, 4-Chloro-3-methyl-1H-pyrrolo[2,3-b]pyridine.

Reference:
Patent; TAIHO PHARMACEUTICAL CO., LTD.; US2012/108589; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem