Tag: M.W:100-200

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. 70201-43-3, name is 3-Bromoisonicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H4BrNO

Zn powder (10 g, excess) was added to a solution of 10 (4.8 g, 25.8 mmol) and allylbromide (3.9 mL, 50 mmol) in DMF under N2 at RT. The resulting mixture was stirred at RT for 1 hr, DMF was then removed in vacuo and the residue was partitioned into saturated aqueous Na2CO3 and ethyl acetate (150 mL). The aqueous layer was further extracted with ethyl acetate and the combined organic extraction was dried over Na2SO4. After concentration, the residue was purified by chromatography (SiO2, hexane/ethyl acetate, 5:1) to afford 11 (5.35 g, 91 %) as a light yellowish oil. 1H NMR (300 MHz, CDCl3), delta 8.58 (s, 1H), 8.44 (d, J = 5.4 Hz, 1H), 7.50 (d, J = 5.4 Hz, 1H), 5.76-5.92 (m, 1H), 5.12-5.22 (m, 2H), 4.98-5.04 (m, 1H), 2.82-3.00 (br, 1H), 2.60-2.68 (m, 1H), 2.25-2.34 (m, 1H). 13C NMR (75 MHz, CDCl3), delta 152.3, 151.9, 488.3, 132.8, 122.5, 120.1, 118.8, 70.5, 40.9. HRMS: m/e 226.9937, 228.9923 (Calcd for C9H10NOBr, 226.9942; C9H10NO81Br, 228.9919).

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, 70201-43-3, 3-Bromoisonicotinaldehyde.

Reference:
Article; Zhang, Zhenfa; Dwoskin, Linda P.; Crooks, Peter A.; Tetrahedron Letters; vol. 52; 21; (2011); p. 2667 – 2669;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1658-42-0, Methyl 2-(pyridin-2-yl)acetate, 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, Safety of Methyl 2-(pyridin-2-yl)acetate, blongs to pyridine-derivatives compound. Safety of Methyl 2-(pyridin-2-yl)acetate

General procedure: Ethyl 2-(pyridin-2-yl)acetate (1a, 0.4 mmol), 1,3-diphenylprop-2-yn-1-yl methyl carbonate (2a, 0.2 mmol),Pd2(dba)3 (0.01 mmol), DBFphos (0.02 mmol), K2CO3 (0.4 mmol)were mixed under N2 atmosphere in DMF (2 mL). The reactiontube was heated in an oil bath at 120 C for 16 h. After completionof the reaction, the reaction mixture was extracted withEtOAc (3 × 15 mL), and the solvent was removed under reducedpressure. The remaining crude product was then purifiedthrough column chromatography using silica gel (EtOAc-petroleumether = 1:5) to afford 3a as a white solid in 65% yield. 1HNMR (500 MHz, CDCl3): delta = 8.24 (dd, J = 9.2, 1.3 Hz, 1 H), 7.53 (d,J = 7.0 Hz, 1 H), 7.23-7.32 (m, 5 H), 7.15 (t, J = 7.3 Hz, 2 H), 7.10(t, J = 7.2 Hz, 1 H), 6.93- 6.99 (m, 3 H), 6.54 (td, J = 6.8, 1.3 Hz, 1H), 4.11 (q, J = 7.1 Hz, 2 H), 4.08 (s, 2 H), 1.06 (t, J = 7.1 Hz, 3 H).13C NMR (125 MHz, CDCl3): delta = 165.2, 137.5, 136.2, 135.4, 131.5,130.5, 128.9, 127.8, 127.7, 127.1, 126.7, 123.4, 122.2, 121.4,120.2, 112.6, 102.0, 59.3, 30.2, 14.3. HRMS (ESI): m/z [M + H]+calcd for C24H22NO2 : 356.1645; found 356.1642

The synthetic route of 1658-42-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yang, Yuzhu; Wu, Ting; Fang, Youlai; Synlett; vol. 29; 14; (2018); p. 1909 – 1913;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 126325-47-1, 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. 126325-47-1, name is 6-Bromo-2-methylpyridin-3-amine, molecular formula is C6H7BrN2, 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.

A mixture of 4-(6-chloro-5-methoxy-pyrimidin-4-yloxy)-piperidine-1-carboxylic acid isopropyl ester (3.3 g, 10.0 mmol), 6-bromo-2-methyl-pyridin-3-ylamine (1.88 g, 10.0 mmol), palladium acetate (118 mg, 0.53 mmol), 2-(di-t-butylphosphino) biphenyl (157 mg, 0.53 mmol) and LiN(TMS)2 (1M in THF, 15 mL, 15 mmol) in 75 mL of dioxane was stirred under reflux. After 4.5 h, more palladium acetate (111 mg, 0.50 mmol) was added and mixture was stirred under reflux for another hour and then at room temperature for 3 days. The mixture was concentrated and residue was extracted with brine and AcOEt. Organic phases were dried over MgSO4, filtered, and concentrated. The residue was purified by column chromatography (hexane/AcOEt 2:1?1:1) to give 4-[6-(6-bromo-2-methyl-pyridin-3-ylamino)-5-methoxy-pyrimidin-4-yloxy]-piperidine-1-carboxylic acid isopropyl ester as a solid (2.09 g, 44%). 1HNMR (CDCl3, 400 MHz) delta 1.27-1.28 (d, 6H), 1.84-1.87 (m, 2H), 2.02-2.08 (m, 2H), 2.58 (s, 3H), 3.40-3.47 (m, 2H), 3.73 (s, 3H), 3.77-3.82 (m, 2H), 4.93-4.97 (m, 1H), 5.41-5.43 (m, 1H), 7.44-7.46 (m, 1H), 7.91-7.93 (m, 1H), 8.24 (s, 1H), 8.70 (s br, 1H). Exact mass calculated for C20H26BrN5O4 479.12, found 482.0 (MH+).

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 126325-47-1, 6-Bromo-2-methylpyridin-3-amine.

Reference:
Patent; Jones, Robert M.; Lehmann, Juerg; Wong, Amy Siu-Ting; Hurst, David; Shin, Young-Jun; US2006/155128; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 33674-96-3, 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.33674-96-3, name is (6-Bromopyridin-2-yl)methanol, molecular formula is C6H6BrNO, molecular weight is 188.02, as common compound, the synthetic route is as follows.

Carbon tetrabromide (12.90 g, 38.88 mmol) was added in four portions to a solution of (6-bromo-pyridin-2-yl)methanol (5.00 g, 29.91 mmol) and PPh3 (8.24 g, 31.40 mmol) in dichloromethane (50 ml) at 0 C. The resulting solution was stirred 2 hours at 0 C. Solvent was removed under reduced pressure. The title compound was obtained by column chromatography. Spectroscopic data: 1H NMR (300 MHz, Acetone-d6) delta 4.66 (s, 2H) 7.57-7.60 (m, 2H) 7.76 (t, J=7.42 Hz, 1H).

The chemical industry reduces the impact on the environment during synthesis 33674-96-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Allerghan, Inc.; US2008/194650; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1008304-85-5 , The common heterocyclic compound, 1008304-85-5, name is 2-Chloro-6-methoxypyridin-4-amine, molecular formula is C6H7ClN2O, 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-Chloro-6-methoxy-pyridin-4-amine (2 g, 12.61 mmol), 3-pyridylboronic acid(1.55 g, 0.01 mol), Pd(amphos)C12 (0.73 g, 0.63 mmol) and K2003 (3.49 g,0.03 mol) were dissolved in MeCN (6 ml) and water (2 ml) and the mixturewas heated in the microwave reactor at 130 00 for 30 mm. The mixture was filtered and the organic layer was evaporated. The resulting residue was dissolved in EtOAc, washed with water, brine, dried over Mg504 and concentrated to give the product as a solid (1 .2 g 47%). MS ES+ m/z 202 [M+H].

The synthetic route of 1008304-85-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SPRINT BIOSCIENCE AB; LINDSTROeM, Johan; FORSBLOM, Rickard; RAHM, Fredrik; VIKLUND, Jenny; (103 pag.)WO2019/38384; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 52378-64-0, Adding some certain compound to certain chemical reactions, such as: 52378-64-0, name is (3-Bromopyridin-2-yl)methanol,molecular formula is C6H6BrNO, 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 52378-64-0.

A mixture ofB5.2 (1 g, 5.4 mmol), DMAP (0.33 g, 1.08 mmol), TBSCI (0.97 g, 6.48 mmol) andimidazole (0.48 g, 7 mmol) in DCM (30 mL) was stirred for 18 h at rt. The mixture was diluted with DCM (50 mL), washed with water (30 mL) and brine (30 mL), dried over Na2SQ4, filtered and concentrated, the residue was purified on silica gel (PE:EA = 100:0 to 50:50) to give the title compound (1 .1 g, 68%) as a colorless oil. LC-MS: [M+H] =304.0.

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. 52378-64-0, (3-Bromopyridin-2-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; CHAN, Ho Man; FU, Xingnian; GU, Xiang-Ju Justin; HUANG, Ying; LI, Ling; MI, Yuan; QI, Wei; SENDZIK, Martin; SUN, Yongfeng; WANG, Long; YU, Zhengtian; ZHANG, Hailong; ZHANG, Ji Yue (Jeff); ZHANG, Man; ZHANG, Qiong; ZHAO, Kehao; (148 pag.)WO2017/221100; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 53014-84-9, 2-Methyl-5-formylpyridine, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

General procedure: GeneralReductive Amination Procedure: A 2-dram round-bottomed vial was charged withthe crude amine/TFA salt prepared using the general displacement procedure followed by the general TFA de-protection procedure (0.115 mmol), DCE(2 mL), DIPEA (6 eq. 0.690 mmol), DMF (1 mL), the aldehyde (1 equiv., 0.115mmol), and the reaction mixture was shaken for 1 h at RT. The reaction mixture was then treated with NaBH(OAc)3(2.5 equiv., 0.230 mmol) and the reaction was shaken 16 h at RT. Ther eaction mixture was then diluted with DCE (2 mL) and NaHCO3 (2mL). The aqueous layer was back extracted with DCE (2 x 2 mL) and the combined organic layer was concentrated under reduced pressure (Genevac HT-4) and the crude residue was purified usin greverse phase HPLC (MS-triggered fraction collection) with an acetonitrile/water or methanol/water gradient and trifluoroacetic acid as the modifier. The pure fractions were then concentrated under reduced pressure (Genevac HT-4) to afford the pure productsas the TFA salt. General De-Protection Procedure:The crude protected products were prepared using the General Displacement Procedure and were then treated with 2 mL DCE and 500muL of TFA and shaken for24 h. The solvent was removed underreduced pressure (Genevac HT-4) and the crude residues were purified using reverse phase HPLC (MS-triggered fraction collection) with an acetonitrile/water or methanol/water gradient and trifluoroacetic acid as a modifier. The pure fractions were then concentrated under reduced pressure (Genevac HT-4).(Z)-5-((2-(4-((((6-methylpyridin-3-yl)methyl)amino)methyl)piperidin-1-yl)pyrimidin-4-yl)methylene)thiazolidine-2,4-dione(21) was prepared using the general reductive amination procedure and the general de-protection procedure with compound 13 and 6-methylnicotinaldehyde (15.5 mg, 41.7 mg theoretical,37.2%). LC-MS m/z 397.5 (M+1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,53014-84-9, 2-Methyl-5-formylpyridine, and friends who are interested can also refer to it.

Reference:
Article; Flanders, Yvonne; Dumas, Stephane; Caserta, Justin; Nicewonger, Robb; Baldino, Michael; Lee, Chee-Seng; Baldino, Carmen M.; Tetrahedron Letters; vol. 56; 23; (2015); p. 3186 – 3190;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 1628-89-3, name is 2-Methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C6H7NO

General procedure: Under the N2 atmosphere,2x (0.5 mmol) was added to the reaction tube in turn.3b (0.75mmol) and dissolved in 1.0M in advanceThe mixture obtained from KHMDS (0.75 mmol) of THF was heated to 100 C, and the reaction was stirred for about 16 hours until the conversion of the starting material was completed, and the temperature was lowered to room temperature.Diluted with THF (3 ml) to the reaction mixture.Filter through silica gel or diatomaceous earth, wash with THF,The crude product was concentrated in vacuo and subjected to silica gel column chromatography to give the corresponding product 1xb.As shown in the following equation, where, lists the yield of 1xb isolated using different 2x as raw materials.For example, when using 2f?,The yield of the product 1f’b was 88%.

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, 1628-89-3, 2-Methoxypyridine.

Reference:
Patent; Hunan University; Wang Xueqiang; Tan Weihong; Wang Xia; Long Chengyu; Huang Sijie; (22 pag.)CN109608394; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 609-71-2, 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. 609-71-2, name is 2-Oxo-1,2-dihydropyridine-3-carboxylic acid, molecular formula is C6H5NO3, 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 a solution of the chlorophosphite (10) (1.121 g; 0.936 mmol) in toluene (7 ml) is added dropwise at 0 C. while stirring a solution of 2-hydroxynicotinic acid (0.506 g; 3.742 mmol) in a mixture of toluene (13 ml) and triethylamine (5.6 ml). The mixture is stirred at room temperature overnight and filtered, and the filtrate is concentrated under reduced pressure. The residue obtained is dried at 50 C./0. 1 mbar for 2 h and is used as obtained. Yield: 0.67 g (0.458 mmol; 49%).10117] Analysis (calc. for C74H74N4020P4=1463.30 g/mol): C, 60.92 (60.74) %; H, 5.02 (5.10) %; P, 8.57 (8.47)j0118] 31P-NMR (CD2C12): 115.1 (s) ppm. ?H-NMR (CD2C12): 1.18 (36H); 1.84 (6H); 3.08 (4H); 3.85 (4H); 7.008.63 (24H) ppm.

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 609-71-2, 2-Oxo-1,2-dihydropyridine-3-carboxylic acid.

Reference:
Patent; EVONIK DEGUSSA GMBH; DYBALLA, Katrin Marie; FRANKE, Robert; (21 pag.)US2017/88569; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 104508-24-9, 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.104508-24-9, name is 6-(Bromomethyl)picolinonitrile, molecular formula is C7H5BrN2, molecular weight is 197.03, as common compound, the synthetic route is as follows.

Sodium azide (0.280 g, 4.32 mmol) was added to a solution of 6-bromomethyl- pyridine-2-carbonitrile (0.610 g, 2.88 mmol) in DMF (12 ml) and the resulting pale yellow solution was stirred at rt for 16 h. Standard basic workup gave the crude product as a tan solid in quantitative yield (0.501 g).

The chemical industry reduces the impact on the environment during synthesis 104508-24-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ANORMED INC.; WO2006/138350; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem