Day: June 24, 2021

Related Products of 582325-22-2, 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. 582325-22-2, name is 6-(3-Fluorophenyl)nicotinic acid, molecular formula is C12H8FNO2, 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 261A (4-{[6-Fluorophenyl)-pyridine-3-carbonyl]amino}cyclohexyl)acetic acid methyl ester 6-(3-Fluorophenyl)nicotinic acid (Preparation 1 , 154mg, 0.71 mmol), 1-hydroxybenzotriazole (1 18mg, 0.771 mmol), EDC (148mg, 0.77mmol) and DIEA (0.68mL, 4.14mmol) were added to a solution of (4-aminocyclohexyl)acetic acid methyl ester hydrochloride (166mg, 0.592mmol) in DCM (3 ml) and the mixture was stirred at room temperature for 18 hours. The reaction mixture was partitioned between brine (10 ml.) and DCM 1 (OmL) and the organic phase was separated, washed with brine (5×10 ml_), dried over MgSO4 and concentrated in vacuo. The crude product was washed with acetonitrile and filtered to give 218mg of title compound as a white powder.LRMS: m/z (ES+) [M+1] 371.1H NMR(400MHz, CDCI3): delta ppm 1.18(m, 2H), 1.30(m, 2H),1/71 (m, 1 H), 1.85(m, 2H), 2.15(m, 2H), 2.25(d, 2H), 3.68(s, 3H), 3.96(m, 1 H), 5.98(d, 1 H), 7.15(m, 1 H), 7.44(m, 1 H), 7.78(m, 3H), 8.16(m, 1 H), 9.00(m, 1 H).

According to the analysis of related databases, 582325-22-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER LIMITED; WO2009/153720; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 74784-70-6, 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.74784-70-6, name is 5-(Trifluoromethyl)pyridin-2-amine, molecular formula is C6H5F3N2, molecular weight is 162.1125, as common compound, the synthetic route is as follows.

EXAMPLE 13-(4-Methylsulfonyl)phenyl-2-pyrrolidin-1-yl-5-trifluoromethylpyridineStep 1: 2-Amino-3-bromo-5-trifluoromethylpyridine To a solution of 2-amino-5-trifluoromethylpyridine (9 g) in acetic acid (75 mL) at r.t. was added bromine (5.8 mL) slowly. After 1 h, the acid was neutralized by the careful addition of sodium hydroxide (10 N) at 0C. The resulting orange precipitate was dissolved in ether and washed successively with saturated potassium carbonate, saturated Na2SO3 and brine, dried and concentrated. The residual solid was stirred vigorously in hexane for 1 h to provide, after filtration, the title compound as a white solid (10.2 g).

Statistics shows that 74784-70-6 is playing an increasingly important role. we look forward to future research findings about 5-(Trifluoromethyl)pyridin-2-amine.

Reference:
Patent; MERCK FROSST CANADA & CO.; EP1015431; (2005); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 105752-11-2, 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. 105752-11-2, name is 3-Amino-4-iodopyridine. A new synthetic method of this compound is introduced below.

A dry, 50 mL, one neck round bottom flask was charged with freshly sublimed 3-amino-4-iodopyridine (1.17 g, 5.32 mmol, Alfa Aesar), A-Phos (565 mg, 0.80 mmol), and a stirbar in a glove box. The flask was sealed with a septa, and moved to a standard fume hood. The septa was pierced with an Ar inlet, and the solids were treated with a 0.61 M THF solution of (3,5- dimethylisoxazol-4-yl)zinc(II) iodide (3.83 g, 13.29 mmol), The reaction was stirred at RT for 48 h. The reaction was carefully poured onto an aqueous 0.54 M EDTA, pH adjusted to 7.6 with LiOH (29.5 ml, 15.95 mmol, MP Biomedicals) solution. The transfer was quantitated with dry THF (3 x 20 mL). The mixture was stirred for 1 h, and the bulk of organic solvent was removed using a rotary evaporator. The aqueous mixture was extracted with 1% l,l,l,3,3,3-hexafluoro-2-propanol in CHCI3 (4 x 60 mL) and each extract was sequentially passed through an unbuffered Varian Chem Elut (CEIOIO). The total elution volume was concentrated in vacuo. The residue was transferred to a 100 mL round bottom flask, and treated with SiliaMetS TAAcOH (0.49 mmol/g loading, 10.85 g, 5.32 mmol, Silicycle). The flask was then charged with dry THF (40 mL), and a stirbar. The flask was fitted with a reflux condenser/ Ar inlet and heated at 70 C for 1 h. The solution was cooled over a 30 minute period, and the solvent was removed in vacuo. The powder was further dried at reduced pressure overnight (final pressure = 0.10 mm Hg). The silica was loaded onto a silica gel column and the crude material was purified by silica gel chromatography (10% EtOH in DCE). The crude material was treated wtih acetone (5 mL), and stirred in an ice-water bath. The slurry was N2-pressure filtered through a glass frit (10 mL Bohdan) fitted with a 0.22 muiotaeta PTFE, 25 mm syringe filter unit (Millipore, SLFG025NK). The solids were washed with cold acetone (3 x 2 mL) and discarded. The solvent was removed under reduced pressure, and the oily residue was dried at RT and 0.1 mm Hg vacuum for 2 h to afford 4-(3,5-dimethylisoxazol-4- yl)pyridin-3-amine (1.15 g, 6.08 mmol, 114 % yield). MS (ESI, pos. ion) m/z: 190.1 (M+l).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,105752-11-2, 3-Amino-4-iodopyridine, and friends who are interested can also refer to it.

Reference:
Patent; AMGEN INC.; D’AMICO, Derin C.; HERBERICH, Bradley J.; JACKSON, Claire L.M.; PETTUS, Liping H.; TASKER, Andrew; WANG, Hui-Ling; WU, Bin; WURZ, Ryan; WO2012/148775; (2012); 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. 873107-98-3, name is 5-Iodo-2-(trifluoromethyl)pyridine, molecular formula is C6H3F3IN, 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. Application In Synthesis of 5-Iodo-2-(trifluoromethyl)pyridine

Step 2: ethyl 2,2-difluoro-2-(6-(trifluoromethyl)pyridin-3-yl)acetate [0252] To a solution of 5-iodo-2-(trifluoromethyl)pyridine (14.5 g, 53.2 mmol) and ethyl 2- bromo-2,2-difluoroacetate (10.8 g, 53.2 mmol) in DMF (250mL) was added Cu powder (6.76g, 106.4mmol). The mixture was heated to 80C for 20 hours. After 20 hours, the reaction mixture was poured into a solution of dibasic potassium hydrogen phosphate, trihydrate (121 g, 532 mmol) in water (1500 mL) with vigorous stirring. The suspension was filtered and the solid was rinsed with ether. The filtrate was added to brine and extracted with ether (2x). The combined organics were washed with brine, dried over sodium sulfate, filtered, and concentrated. The concentrate was purified by column chromatography over silica gel (hexane/EtOAc=50: l) to afford the title compound as a colorless liquid (8.96g, 63%). MS (ESI) calcd for CioH8F5N02: 269.2; found: 270.3 [M+H]. 1H NMR (400 MHz, CDCls) delta 8.98 (s, 1H), 8.14 (d, J= 8.2 Hz, 1H), 7.81 (d, J= 8.2 Hz, 1H), 4.35 (q, J = 7.1 Hz, 2H), 1.34 (t, J = 7.1 Hz, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 873107-98-3.

Reference:
Patent; RUGEN HOLDINGS (CAYMAN) LIMITED; SHAPIRO, Gideon; (119 pag.)WO2015/187845; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 45644-21-1, name is 2-Amino-6-chloropyridine. A new synthetic method of this compound is introduced below., Safety of 2-Amino-6-chloropyridine

To a solution of 2-amino-6-chloropyridine (10.7 g, 83.5 mmol) in toluene (103 mL) NaHCO3 (14 g, 167 mmol) and pivaloyl chloride (15.4 mL, 125.2 mmol) were added at 0C. The resulting mixture was stirred at room temperature for 5 hours then the suspension was filtered and the solid was washed with DCM. The filtrates were concentrated undervacuum then heptane (22 mL) was added and the resulting mixture was concentrated. The solid was filtered, washed with heptane (15 mL) and dried under vacuum to afford the title intermediate (15.4 g, 72.4 mmol, 87% yield). LC-MS (M-H) = 213.2

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, 45644-21-1, 2-Amino-6-chloropyridine.

Reference:
Patent; AZIENDE CHIMICHE RIUNITE ANGELINI FRANCESCO A.C.R.A.F. S.P.A.; OMBRATO, Rosella; MAGARO’, Gabriele; GAROFALO, Barbara; FURLOTTI, Guido; MANGANO, Giorgina; CAPEZZONE DE JOANNON, Alessandra; (182 pag.)WO2017/211759; (2017); 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.153034-86-7, name is 2-Chloro-4-iodopyridine, molecular formula is C5H3ClIN, molecular weight is 239.44, as common compound, the synthetic route is as follows.Application In Synthesis of 2-Chloro-4-iodopyridine

Method 2: Sonogashira route B Step 1 : 2-Chloro-4-phenylethvnyl-pyridine To the degassed mixture of triethylamine (375ml_) and acetonitrile (125ml_) was added 2-Chloro 4-iodopyridine (75g, 0.313mol), bis(triphenylphosphine) palladium(ll)chloride (4.4g, 2mol%) and copper iodide (0.6g, 1 mol%) sequentially. The mixture was stirred at room temperature for 3h. Phenylacetylene dissolved in acetonitrile(250 ml_) was then added dropwise to reaction mixture and it was stirred for 1 hr at room temperature. Reaction was monitored by TLC. Acetonitrile and triethylamine was removed under vacuo, and the residue was purified by column chromatography using silica with mixture of ethyl acetate and hexane solvent system to yield product (59g, 88%).1 H NMR (CDCIa): delta 8.36( d, J = 5.2 Hz, 1 H), 7.53-7.55 (m, 2H), 7.43( s, 1 H), 7.39- 7.42(m, 3H), 7.29(dd, J = 5.4 Hz, 1.2 Hz, 2H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,153034-86-7, 2-Chloro-4-iodopyridine, and friends who are interested can also refer to it.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; CEDERBAUM, Fredrik; UMARYE, Jayant; DUMEUNIER, Raphael; SONAWANE, Ravindra; WO2012/84678; (2012); A1;,
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. 85331-33-5, name is 3,5-Dichloropicolinonitrile. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C6H2Cl2N2

3,5-Dichloro-pyridine-2-carbonitrile (10 g, 57 8 mmol) was dissolved in 100 mL of 95% concentrated sulfuric acid and this mixture was heated to 115 C overnight The reaction mixture was then cooled, poured over ice with strong stirring The resulting solid was filtered, washed with water and dried at 40 C under reduced pressure to give 94g (85%) of pure product as a white solid

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, 85331-33-5, 3,5-Dichloropicolinonitrile.

Reference:
Patent; ARDEA BIOSCIENCES INC.; WO2009/89263; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 19524-06-2, 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 19524-06-2, name is 4-Bromopyridine hydrochloride. This compound has unique chemical properties. The synthetic route is as follows.

4-Bromopyridine hydrochloride (11.7 g) and 4-carboxyphenylboronic acid (10.0 g) were dissolved in a solvent mixture of toluene (250 mL) and water (250 mL), and to the solution were sequentially added tetrakis(triphenylphosphine)palladium(0) (5.0 g) and anhydrous sodium carbonate (25.4 g), followed by heating under reflux at 120°C for 19 hours. After the resultant mixture was cooled to room temperature, ethyl acetate was added thereto, and the thus-obtained mixture was extracted with water. Concentrated HCl was added to the aqueous layer, to thereby make the mixture acidic. The aqueous layer was washed with ethyl acetate, and was concentrated. The resultant solid was collected by filtration, to thereby give the title compound (8.37 g).1H-NMR(DMSO-d6) delta:8.11(2H, d, J=8.8Hz), 8.14(2H, dJ=8.8Hz), 8.35(2H, d, J=6.6Hz), 8.97(2H, d, J=6.6Hz). MS (FAB) m/z:200 (M+H)+.

According to the analysis of related databases, 19524-06-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1577301; (2005); 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. 59782-87-5, name is 6-Chloro-5-iodonicotinic acid, molecular formula is C6H3ClINO2, 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. category: pyridine-derivatives

DMF (1.927 mL, 24.89 mmol) and SOCl2 (18.17 mL, 249 mmol) were added to a suspension of 6-chloro-5-iodo-3-pyridinecarboxylic acid (24 g, 83 mmol) in toluene (165 mL)and the RM was stirred at 80C for 1 h. The solvent was evaporated off under reduced pressure and the residue was dissolved in THF (165 mL). DIPEA (29.0 mL, 166 mmol) was added and the mixture was cooled down to -15C, treated dropwise with a solution of 4- (trifluoromethoxy)aniline (15.43 g, 87 mmol) in THF (165 mL) and was stirred at RT for 1 h. The solvent was off under reduced pressure and the residue was dissolved in TBME (500 mL), washed with IN HCl, a sat. aq. solution of NaHC03 and brine, dried over Na2S04 and the solvent was evaporated off under reduced pressure and the product was recrystallized from EtOAc / n- heptane to afford the title compound as a white solid. UPLC-MS (Condition 2) tR = 1.23 min, m/z = 440.8 [M-H]

With the rapid development of chemical substances, we look forward to future research findings about 59782-87-5.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; GROTZFELD, Robert Martin; JONES, Darryl Brynley; MANLEY, Paul; MARZINZIK, Andreas; MOUSSAOUI, Saliha; PELLE, Xavier Francois Andre; SALEM, Bahaa; SCHOEPFER, Joseph; WO2013/171641; (2013); A1;,
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. 1072-97-5, name is 5-Bromopyridin-2-amine, the common compound, a new synthetic route is introduced below. Safety of 5-Bromopyridin-2-amine

a) 5-Cyclopropyl-pyridin-2-ylamine; To a solution of 5-bromo-pyridin-2-ylamine (2 g, 11.55 mmol) and cyclopropyl boronic acid (2.98 g, 34.68 mmol) in toluene (40 mL) and water (2 mL) was added K3PO4 (8.59 g, 40.46 mmol) under an argon atmosphere. A balloon containing argon was affixed, and the reaction flask was purged to ensure a argon atmosphere. To this were added Pd(OAc)2, (259.52 mg, 1.16 mmol) and tricyclohexylphosphene (647.3 mg, 2.3 mmol) and stirred at 80 C. for 16 h. The reaction mixture was cooled to room temperature and water was added. The aqueous phase was extracted with ethyl acetate, the combined organic phases were dried over sodium sulfate, the solvent was evaporated and the residue purified by silica gel chromatography using ethyl acetate/hexane as eluent. The title compound was obtained as an off white solid (1.1 g, 71%).1H NMR (DMSO, 400 MHz): delta(ppm)=7.73 (s, 1H), 7.04-7.02 (dd, J=8.48 & 2.04 Hz, 1H), 6.34 (d, J=8.48 & 2.04 Hz, 1H), 5.60 (s, 2H), 1.78-1.66 (m, 1H), 0.822-0.77 (m, 2H), 0.52-0.313 (m, 2H)

The synthetic route of 1072-97-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Baumann, Karlheinz; Goetschi, Erwin; Green, Luke; Jolidon, Synese; Knust, Henner; Limberg, Anja; Luebbers, Thomas; Thomas, Andrew; US2011/190269; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem