Analyzing the synthesis route of 5-Methylpyridine-3,4-diamine

According to the analysis of related databases, 13958-86-6, the application of this compound in the production field has become more and more popular.

Electric Literature of 13958-86-6, 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 13958-86-6, name is 5-Methylpyridine-3,4-diamine. This compound has unique chemical properties. The synthetic route is as follows.

7-Methyl-1,3-dihydro-2H-imidazo[4,5-c]pyridine-2-thione (Compound 8): To a solution of 5-methylpyridine-3,4-diamine (100 mg, 0.812 mmol) and N,N-dimethylpyridin-4-amine (109 mg, 0.893 mmol) in MeCN was added di(1H-imidazol-1-yl)methanethione (217 mg, 1.218 mmol) portionwise. The mixture was stirred at room temperature for 4 h. The precipitate formed was filtered, washed with water, Et2O, DCM and dried to give 7-methyl-1H-imidazo[4,5-c]pyridine-2 (3H)-thione (100 mg, 75% yield) as a pale red solid. 1H-NMR (400 MHz, DMSO-d6) delta ppm 12.73 (brs, 2H), 8.20 (s, 1H), 8.06 (s, 1H), 2.33 (s, 3H); ESI-MS: m/z 165.84 (M+H)+.

According to the analysis of related databases, 13958-86-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Stingray Therapeutics, Inc.; The University of Utah; Vankayalapati, Hariprasad; Liu, Xiaohui; Ramamoorthy, Gurusankar; Sharma, Sunil; Kaadige, Mohan Rao; Weston, Alexis; Thode, Trason; (59 pag.)US2019/31655; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extracurricular laboratory: Synthetic route of 1049744-89-9

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1049744-89-9, 2-Hydrazino-5-(trifluoromethyl)pyridine, HCl, and friends who are interested can also refer to it.

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.1049744-89-9, name is 2-Hydrazino-5-(trifluoromethyl)pyridine, HCl, molecular formula is C6H7ClF3N3, molecular weight is 213.59, as common compound, the synthetic route is as follows.Computed Properties of C6H7ClF3N3

A solution of 2-chloro-6- [3 -(diethoxymethyl)- 1,2,4-oxadiazol-5-yl]pyridine (750 mg, 2.58 mmol) in MeCN(10 mL) was treated with 10% HC1 (3 mL, 9 mmol) andstirred at 85 C for 3 h. The resulting solution was thencooled to RT and treated with 2-hydrazino-5-(trifluoromethyl)pyridine hydrochloride (943 mg, 2.71 mmol). After stirring for 1.5 h at RT the finesuspension was diluted with water (15 mL) and filtered. The filtercake was washed with water (10 mL) and dried at room temperature to give the title compound as a brown solid (790 mg, 92% purity, 1.97 mmol, 76%, >95:5 mixture of stereoisomers).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1049744-89-9, 2-Hydrazino-5-(trifluoromethyl)pyridine, HCl, and friends who are interested can also refer to it.

Reference:
Patent; BAYER CROPSCIENCE AKTIENGESELLSCHAFT; KENNEDY, Jason W. J.; VON MORGENSTERN, Sascha; (37 pag.)WO2016/135062; (2016); A1;,
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Some tips on 4-Nitrophenyl 4-(pyridin-2-yldisulfanyl)benzyl carbonate

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 1151989-04-6, 4-Nitrophenyl 4-(pyridin-2-yldisulfanyl)benzyl carbonate.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1151989-04-6, name is 4-Nitrophenyl 4-(pyridin-2-yldisulfanyl)benzyl carbonate. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 1151989-04-6

To a stirred solution of 2-[4-(methylaminomethyl)phenyl]-3,l0- diazatricyclo[6.4.1.04,13] trideca-l,4(l3),5,7-tetraen-9-one;phosphoric acid (1.00 g, 3.09 mmol) in THF (20 mL) under N2 was added TEA (1.40 mL, 3.04 mmol), HOBt (0.21 g, 1.50 mmol) and 4-nitrophenyl (4-(pyridin-2-yldisulfaneyl)benzyl) carbonate (1.40 g, 3.40 mmol). The mixture was stirred under N2 for 16 h at room temperature. The reaction mixture was concentrated and the crude purified by flash chromatography (S1O2, 0-5% MeOH/CTBCh to afford [4-(2-pyridyldisulfanyl)phenyl]methyl N-[[4-(6-fluoro-9-oxo-3,l0- diazatricyclo[6.4.1.04,13] trideca-l,4,6,8(l3)-tetraen-2-yl)phenyl]methyl]-N-methyl- carbamate as a colourless solid (1.13 g, 59% yield). MS m/z 599.0 (M+H)+.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 1151989-04-6, 4-Nitrophenyl 4-(pyridin-2-yldisulfanyl)benzyl carbonate.

Reference:
Patent; CYBREXA, INC.; VOLKMANN, Robert A.; MARSHALL, Daniel Richard; CSENGERY, Johanna Marie; KING, Dalton; (206 pag.)WO2019/136298; (2019); A1;,
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The origin of a common compound about 2-(Pyridin-3-yl)-1H-benzo[d]imidazole

According to the analysis of related databases, 1137-67-3, the application of this compound in the production field has become more and more popular.

Related Products of 1137-67-3, Adding some certain compound to certain chemical reactions, such as: 1137-67-3, name is 2-(Pyridin-3-yl)-1H-benzo[d]imidazole,molecular formula is C12H9N3, 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 1137-67-3.

General procedure: To a stirred solution of 40 mg (0.18 mmol) of 2-[2-(pyridin-3-yl)ethyl]-1H-benzimidazole (2o) in N,N-dimethylformamide (5 mL) were added 71 mg (0.22 mmol) of 3-[4-(3-acetamidophenyl)piperidin-1-yl]propyl methanesulfonate (6) and 75 mg (0.54 mmol) of K2CO3. The reaction mixture was stirred at 80 C for 5 h. After cooling, water (50 mL) was added, and the mixture was extracted with ethylacetate (50 mL × 2). The organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (5% MeOH/CH2Cl2) to obtain the title compound (75 mg, 87%).

According to the analysis of related databases, 1137-67-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lim, Chae Jo; Kim, Jeong Young; Lee, Byung Ho; Oh, Kwang-Seok; Yi, Kyu Yang; Bulletin of the Korean Chemical Society; vol. 34; 8; (2013); p. 2305 – 2310;,
Pyridine – Wikipedia,
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Simple exploration of 2,5-Dibromo-3-methylpyridine

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. 3430-18-0, 2,5-Dibromo-3-methylpyridine, other downstream synthetic routes, hurry up and to see.

Related Products of 3430-18-0, Adding some certain compound to certain chemical reactions, such as: 3430-18-0, name is 2,5-Dibromo-3-methylpyridine,molecular formula is C6H5Br2N, 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 3430-18-0.

A) 5-bromo-2-methoxy-3-methyI-pyridine. A suspension of 2,5-dibromo-3-methylpyridine (2.08 g, 8.3 mmol) in a 2 M solution of sodium methoxide in methanol (17 mL) was heated by single node microwave irradiation at 120 C for 40 minutes. The reaction mixture was poured onto a mixture of ice and 1 M aqueous hydrochloric acid and extracted with two portions of dichloromethane. The combined organic layers were dried, filtered and concentrated in vacuo to give 1.57 g (89 %) of the sub-title compound which was used without further purification.1H NMR (400 MHz; chloroform-d as solvent and internal reference) delta(ppm) 8.02 (d, IH, J = 2.3 Hz), 7.45 – 7.47 (m, IH), 3.92 (s, 3H), 2.16 (broad s, 3H).

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. 3430-18-0, 2,5-Dibromo-3-methylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; WO2007/8143; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Introduction of a new synthetic route about 6-Chloro-4-methoxynicotinic acid

With the rapid development of chemical substances, we look forward to future research findings about 716362-10-6.

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 716362-10-6, name is 6-Chloro-4-methoxynicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C7H6ClNO3

To a solution of the intermediate of step 3 (2.7 g, 14.4 mmol) in CH2Cl2 (75 mL) were added DIPEA (7.53 mL, 43.3 mmol) and HATU (5.49 g, 14.4 mmol) at 0 C. and RM was stirred for 15 min. O,N-Dimethyl-hydroxylamine hydrochloride (1.41 g, 14.4 mmol) was added at 0 C. and the RM was stirred at RT for 14 h. The RM was diluted with CH2Cl2 and was consecutively washed with water, sat. NaHCO3, sat. NH4Cl and brine. The organic layer was dried and the volatiles were removed under reduced pressure. The residue was purified by chromatography (SiO2, EtOAc/Hex) to yield the desired compound (3.1 g, 93%). [0353] LC-MS (Method 3): m/z [M+H]+=231.1 (MW calc.=230.65); Rt=2.61 min.

With the rapid development of chemical substances, we look forward to future research findings about 716362-10-6.

Reference:
Patent; GRUeNENTHAL GMBH; VOSS, FELIX; NORDHOFF, SONJA; WACHTEN, SEBASTIAN; WELBERS, ANDRE; RITTER, STEFANIE; US2015/166505; (2015); A1;,
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The origin of a common compound about 89282-03-1

With the rapid development of chemical substances, we look forward to future research findings about 89282-03-1.

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. 89282-03-1, name is 3-Iodopyridin-4-ol, molecular formula is C5H4INO, 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. Safety of 3-Iodopyridin-4-ol

General procedure: Dry DMF (6.0 mL) was added to methyl 4-hydroxy-3-iodobenzoate (0.56 g, 2.0 mmol), ethynylboronic acid MIDA ester (0.47 g, 2.6 mmol), CuI (38 mg, 0.20mmol), PdCl2(Ph3P)2 (70 mg, 0.10 mmol) and Ph3P (52 mg, 0.20 mmol) under N2. 1,1,3,3-Tetramethylguanidine(TMG) (0.30 mL, 2.4 mmol) was added to the resulting solution under N2. The reactionmixture was stirred at 50 Cfor 22 h under N2. The resulting mixture was diluted with water to form aprecipitate, which was filtered, washed with water and dried at room temperature. The obtained solid was dissolved in acetone and purified by flash chromatography (SiO2, CH2Cl2 : MeOH = 10 : 1). The eluted material was washed with hot EtOH and dried to give 1A (493.6 mg, 75%) as a pale brown solid;

With the rapid development of chemical substances, we look forward to future research findings about 89282-03-1.

Reference:
Article; Sakurai, Yohji; Heterocycles; vol. 94; 7; (2017); p. 1322 – 1336;,
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Pyridine | C5H5N – PubChem

A new synthetic route of 4-Chloro-3-iodopyridine

The synthetic route of 89167-34-0 has been constantly updated, and we look forward to future research findings.

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. 89167-34-0, name is 4-Chloro-3-iodopyridine, the common compound, a new synthetic route is introduced below. COA of Formula: C5H3ClIN

Intermediate 20: 4-chloro-N-r2-fluoro-4-(tr)methylsilyl)phenv?pyridin-3-amine; To a solution of 4-chloro-3-iodopyridine (1.37 g, 5.73 mmo.) in dry toluene 25 mL, was added sequentially Pd(OAc)2 (122.5 mg, 0.55 mmol), rac-BINAP (0.34 g, 0.55 mmol), Cs2CO3 (8.9 g, 27.3 mmol), and 2-fluoro-4-(trimethylsilyl)aniline (1 g, 5.45 mmol). The mixture was degassed with nitrogen twice. The mixture was then refluxed at 130 0C under nitrogen for 3 days. The mixture was filtered and the filtrate was diluted with EtOAc, washed with H2O, brine, dried over anhydours Na2SO4. The organic phase76 was concentrated and the resulting residue was purified by flash column with 20% EtOAc-Hexane (0.3% Et3N in Hexane) to afford desired adduct (1.14 g, 70.1%). LC/MS [Method A: rt: 6.14 min; m/z: 295 (M+1)].

The synthetic route of 89167-34-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; APPLIED RESEARCH SYSTEMS ARS HOLDING N.V.; WO2007/123936; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extended knowledge of 4-Methylnicotinonitrile

With the rapid development of chemical substances, we look forward to future research findings about 5444-01-9.

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 5444-01-9, name is 4-Methylnicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 5444-01-9

4-methylnicotinamide (7) is prepared starting from the intermediate product (6) by treatment with the ion-exchange resin Amberlite IRA- 410.The resin (400 mg), preconditioned in 10% aqueous NaOH (5 ml) for 90 minutes and washed with degassed water until the excess alkalinity disappears, is added with an aqueous solution of (6) (200 mg; 1.7 mmol), reflux heating for approximately one hour.At the end of this period the solution is filtered and the resin is washed thoroughly with 10 ml of boiling water: on adding the washing water to the filtrate, a solid residue is obtained by lyophilization, consisting in practically pure 4-methylnicotinamide (7) (220 mg; 1.6 mmol; yield 85%; m.p. 160-1610C).

With the rapid development of chemical substances, we look forward to future research findings about 5444-01-9.

Reference:
Patent; UNIVERSITA DEGLI STUDI DI ROMA LA SAPIENZA; WO2008/90585; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Share a compound : 5-(Trifluoromethyl)pyridin-3-amine

Statistics shows that 112110-07-3 is playing an increasingly important role. we look forward to future research findings about 5-(Trifluoromethyl)pyridin-3-amine.

Reference of 112110-07-3, 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.112110-07-3, name is 5-(Trifluoromethyl)pyridin-3-amine, molecular formula is C6H5F3N2, molecular weight is 162.11, as common compound, the synthetic route is as follows.

Dissolve the amine obtained in Step 2 (380 mg, 2.35 mmol), pyridine (371 mg, 4.7 mmol) in DCM (8 mL), cool to 0C in ice bath. Add slowly phenyl chloroformate (403 mg, 2.35 mmol). After addition, stir the reaction at 0-5C for 2 hrs. Pour the mixture into water (50 mL), adjust pH to neutral with 1M HC1 solution, extract with EtOAc (15 mLx3). Combine the organic layers; wash with brine (100 mL), dry over anhydrous a2S04, and concentrate under reduced pressure to get the crude product. Purification by chromatography (silica gel, EtOAc_PE=15:85) affords the target compound (390 mg, 59%).

Statistics shows that 112110-07-3 is playing an increasingly important role. we look forward to future research findings about 5-(Trifluoromethyl)pyridin-3-amine.

Reference:
Patent; CROWN BIOSCIENCE INC. (TAICANG); ZHANG, Deyi; ZHANG, Ruihao; ZHONG, Boyu; SHIH, Chuan; WO2014/418; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem