Tag: M.W:100-200

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.16063-69-7, name is 2,4,6-Trichloropyridine, molecular formula is C5H2Cl3N, molecular weight is 182.44, as common compound, the synthetic route is as follows.Recommanded Product: 2,4,6-Trichloropyridine

To a 15 mL vial equiped with a stir bar was added 2,4,6-trichloropyridine (365 mg, 2.00 mmol) and Pd(dppf)Cl2 (146 mg, 0.200 mmol). The vial was sealed with a septum screwcap and then was placed under N2 atmosphere. To the vial was added thiazol-2-ylzinc(II) bromide in THF (10.0 mL, 5.00 mmol). The vial was placed in a 60 C heating block with stirring for 16 h. The reaction mixture was cooled to room temperature, and then was transfered to a 125 mL separatory funnel where it was diluted with Et20 (50 mL) and water (50 mL). The mixture was filtered to remove a significant amount of a yellow-white precipitate and the filtrate was returned to the separatory funnel. The phases were isolated and the aqueous phase was extracted with EtOAc (25 mL). The combined organics were washed with brine (50 mL); dried over MgS04; filtered; then concentrated in vacuo to afford a pale yellow solid which was subjected to silica gel chromatography (CH2Ci2:MeOH, 100:0 to 90: 10) to afford 2,2′-(4-chloropyridine-2,6-diyl)dithiazole as a white solid (294 mg, 53%). 1H-NMR (400MHz, CDC13) delta 8.23 (s, 2H), 7.97 (d, J=3.0 Hz, 2H), 7.53 (d, J=3.3 Hz, 2H); MS: MS m/z 280.0 (M++l).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,16063-69-7, 2,4,6-Trichloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; GILLIS, Eric P.; BOWSHER, Michael S.; SCOLA, Paul Michael; WO2014/71007; (2014); 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. 183610-70-0, name is 2-Amino-3-(trifluoromethyl)pyridine, molecular formula is C6H5F3N2, 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. SDS of cas: 183610-70-0

In a 7 ml screw cap vial 1,1-dimethylethyl (2S)-2-(3-bromo-2-oxopropyl)-1-piperidinecarboxylate D2 (0.10 g, 0.31 mmol), DMF (1 ml) and 3-(trifluoromethyl)-2-pyridinamine (0.076 g, 0.47 mmol) were added and the resulting mixture stirred at 80 C. for 13 h. The mixture was eluted through a SCX column. Collected fractions gave 0.15 g of a crude containing the title compound D7, the corresponding free amine and some residual 3-(trifluoromethyl)-2-pyridinamine. The material was used in the next step without further purification. HPLC (walk-up): rt=3.79 min. MS: (ES/+) m/z: 384 (M+1). C19H24F3N3O2 requires 383.

With the rapid development of chemical substances, we look forward to future research findings about 183610-70-0.

Reference:
Patent; ALVARO, GIUSEPPE; AMANTINI, DAVID; BELVEDERE, SANDRO; US2009/22670; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 183208-35-7, Adding some certain compound to certain chemical reactions, such as: 183208-35-7, name is 5-Bromo-1H-pyrrolo[2,3-b]pyridine,molecular formula is C7H5BrN2, 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 183208-35-7.

Preparative Example 6 Step 1: l-(5-bromo-lH-pyrrolo[2,3-b]pyridin-3-yl)ethanone To a soluition of 5-bromo-lH-pyrrolo[2,3-b]pyridine(30 g, 0.15 mol) and aluminium chloride (100 g, 0.75 mol) in dichloromethane (2000 mL) was added dropwise acetyl chloride (102 mL, 1.44 mol) over 1 h under nitrogen atmosphere at 0 C. The reaction mixture was warmed to RT and stirred overnight. Methanol (150 mL) was added dropwise at 0 C, and the resulting mixture was concentrated to dryness in vacuo. The resulting crude was dissolved in ice -water, basified with saturated sodium bicarbonate to pH 4 – 5 and extracted with ethyl acetated (3 x 3000 mL). The combined organic layer were washed with brine, dried over sodium sulfate and concentrated to dryness in vacuo affording crude l-(5-bromo-lH-pyrrolo[2,3-b]pyridin-3-yl)ethanone as a yellow solid (330 g, 93 % after 10 batch repeat) used for the next step without any further purification: lH NMR (DMSO, 400 MHz): delta 12.675 (s, 1H), 8.537-8.543 (d, = 2.4 Hz, 1H), 8.506 (s, 1H), 8.371- 8.377 (d, J = 2.4 Hz, 1H), 2.445 (s, 3H).

According to the analysis of related databases, 183208-35-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ESTRADA, Anthony; HUESTIS, Malcolm; KELLAR, Terry; PATEL, Snahel; SHORE, Daniel; SIU, Michael; (260 pag.)WO2016/142310; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 16179-97-8, 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. 16179-97-8, name is 2-(Pyridin-2-yl)acetic acid hydrochloride, molecular formula is C7H8ClNO2, 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 : 8; 8- (2-isobutoxybenzyl)-2- (pyridin-2-ylacetyl)-2, 8-diazaspiro [4.5] decane; Scheme 1; a) tert-butyl 2- (pyridin-2-ylacetyl)-2, 8-diazaspiro [4.5] decane-8-carboxylate; To a solution of tert-butyl 2,8-diazaspiro [4.5] decane-8-carboxylate hydrochloride (800mg, 2. 89mmol, 1 equiv), 2-pyridylacetic acid hydrochloride (500mg, 2. 89mmol, 1 equiv) and triethylamine (1. 2ml, 8. 68mmol, 3 equiv) in dry dichloromethane (12ml), was added 0-(7-azabenzotriazol-1-yl)-N, N, N, N’-tetramethyluronium hexafluorophosphate (1. 1 g, 2.89mmol, 1 equiv). The reaction mixture was stirred at room temperature for 3 hours, then concentrated, and partitioned between ethyl acetate and saturated sodium hydrogen carbonate. The organic layer was isolated, dried (MgS04) and concentrated to give a dark orange oil which was subjected to silica-gel chromatography using a mixture of methanol and dichloromethane (4: 96, v/v) as eluent, to provide the title compound (1.2g, quantitative) as a dark yellow oil. LCMS (Method E): RT = 2.19 minutes; 360 (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 16179-97-8, 2-(Pyridin-2-yl)acetic acid hydrochloride.

Reference:
Patent; ASTRAZENECA AB; WO2005/40167; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 86873-60-1, 5-Chloro-2-picolinic acid, 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, Application In Synthesis of 5-Chloro-2-picolinic acid, blongs to pyridine-derivatives compound. Application In Synthesis of 5-Chloro-2-picolinic acid

To a stirred solution of tert-butyl (l-aminopiperidin-4-yl)carbamate (500 mg, 2.32 mmol, 1.0 equiv) in DMF (05 mL) was added HATU (1763 mg, 4.64 mmol, 2.0 equiv) at RT and stirred for 10 minutes Then 5-chloropicolinic acid (365 rng, 2.32 mmol, 1.0 equiv) was added followed by the addition of DIPEA (1.2 mL, 6.96 mmol, 3.0 equiv). The resulting reaction mixture was allowed to stir at RT for overnight. Product formation was confirmed by LCMS. the reaction mixture was diluted with water (50 mL) and extracted with EtOAc (50 mL c 2). The combined organic layer was washed with water (30mL), brine solution (30 mL x 2), dried over anhydrous sodium sulfate and concentrated under reduced pressure, to obtain tert-butyl (l-(5- chloropicolinamido)piperidin-4-yl)carbamate (500 mg, 60 % Yield) as an off white solid. LCMS 355.1 [M+H]+; i XMR (400 MHz. DMSO-cA) d 9.61 (s, 1 H), 8.66 (d, J=2.19 Hz, 1 H), 8.11 (dd, J==8.33, 2.19 Hz, 1 H), 7.99 id. =8.33 Hz, 1 H), 6.83 (d, ./ 7.02 Hz, 1 H), 3.23 (br. s., 1 H), 2.84 – 3.00 (m, 3 H), 2.62 – 2.84 (m, 2 H), 1 73 (d, J=l 1.40 Hz, 2 H), 1.47 – 1.66 (m, 2 H), 1 38 (s. 9 1 1}

The synthetic route of 86873-60-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PRAXIS BIOTECH LLC; DELGADO OYARZO, Luz Marina; URETA DIAZ, Gonzalo Andres; PUJALA, Brahmam; PANPATIL, Dayanand; BERNALES, Sebastian; CHAKRAVARTY, Sarvajit; (0 pag.)WO2019/236710; (2019); 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. 614-18-6, name is Ethyl nicotinate, molecular formula is C8H9NO2, 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. name: Ethyl nicotinate

General procedure: The 0.015 mol of ethyl aromatic esters (8a-s) and 0.02 mol of hydrazine hydrate were dissolved in absolute ethanol or methanol (20 mL) to reflux the reaction mixture for 3-6 h for complete hydrazinolysis of ethyl aromatic esters. The product obtained was isolated after cooling as a white or yellow solid and recrystallized from ethanol or methanol.

With the rapid development of chemical substances, we look forward to future research findings about 614-18-6.

Reference:
Article; More, Uttam A.; Joshi, Shrinivas D.; Aminabhavi, Tejraj M.; Gadad, Andanappa K.; Nadagouda, Mallikarjuna N.; Kulkarni, Venkatrao H.; European Journal of Medicinal Chemistry; vol. 71; (2014); p. 199 – 218;,
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. 100-26-5, name is 2,5-Pyridinedicarboxylic acid, the common compound, a new synthetic route is introduced below. SDS of cas: 100-26-5

To a suspension of pyridine-2,5-dicarboxylic acid (20 g, 120 mmol) in dichloromethane (396 mL) and DMF (6.6 mL) was added oxalyl chloride (60.96 g, 480 mmol) dropwise over 20 minutes. After 16 hours at ambient temperature, the reaction mixture was concentrated in vacuo and the residue azeotroped with toluene. The residue was taken up in cold (00C) methanol (276 mL) and stirred for 15 minutes. The resultant solution was concentrated in vacuo and the residue taken up in ethyl acetate. The mixture was washed with a saturated aqueous solution of sodium bicarbonate, water and brine. A portion of the product was collected as a white precipitate. The organic phase was isolated, dried (Na2SO4), filtered and concentrated in vacuo to afford the title compound as a white solid (combined material obtained : 22.93 g, 98%). LCMS (method B): Rx = 2.48 min, [M+H]+ = 196.

The synthetic route of 100-26-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH, INC.; WO2009/85983; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 113118-81-3, 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. 113118-81-3, name is 5-Bromonicotinaldehyde, molecular formula is C6H4BrNO, 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 5-bromonicotinaldehyde (XXV) (2.05 g, 11.0 mmol) in MeOH (85 mL) was added NaB (832 mg, 21.99 mmol). The reaction was stirred at room temperature for 1 h. The reaction was quenched with saturated aqueous NH4CI (5 mL). The reaction was concentrated under vacuum and the residue was partitioned between saturated aqueous NLLCl/EtOAc. The organic layer was separated, washed with water, brine, dried over MgS04 and concentrated under vacuum to yield crude (5-bromopyridin-3-yl)methanol (XLV) as a golden oil (1.54 g, 8.2 mmol, 74% yield). The product was used without further purification. ESIMS found for C6H6BrNO mlz 188 (M+H).

According to the analysis of related databases, 113118-81-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SAMUMED, LLC; DESHMUKH, Vishal; MURPHY, Eric Anthony; HOOD, John; (232 pag.)WO2018/75858; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1195-59-1, 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 1195-59-1 as follows.

Example 15 2,6-Bis(bromomethyl)pyridine. To pyridine-2,6-diyldimethanol (2 g, 14 mmol) was added 60% HBr (15 mL) slowly. The reaction was heated at 125 C. for 6 h then cooled to room temperature. The resulting residue was dissolved in H2O (50 mL) to give a yellow solution. To this solution was added saturated NaHCO3 to pH 8. The resulting aqueous solution was extracted with CH2Cl2 (4×50 mL), and the combined organic layers were dried over Na2SO4. The solvent was removed by rotary evaporation, and the resulting material was purified by flash column chromatography (EtOAc/hexanes, 1:9-1:4) to yield 2,6-bis(bromomethyl)pyridine (3.5 g, 96%) as a white solid: 1H NMR (500 MHz, CDCl3) delta 4.53 (s, 4H), 7.36-7.38 (d, J=8.0 Hz, 2H), 7.68-7.71 (dd, J=7.5, 8.0 Hz, 1H); 13C NMR (125 MHz, CDCl3) delta 33.8, 123.1, 138.4, 157.0; LC-TOF (M+H+) calcd for C7H8Br2N 263.90235, found 263.90193.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1195-59-1, its application will become more common.

Reference:
Patent; Silverman, Richard B.; Xue, Fengtian; US2010/203613; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 174669-74-0, 2-Fluoropyridin-3-ol, 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, 174669-74-0, blongs to pyridine-derivatives compound. Formula: C5H4FNO

To a stirred solution of 2-fluoropyridin-3-ol (J. Labelled Cou7npound. Radioplzann., 1998, 41, 451) (3.81 g, 33.7 mmol) and sodium acetate (2.76 g, 33.7 mmol) in acetic acid (30 mL) was added bromine (1.74 mL, 33.7 mmol) at 0C, and the mixture was stirred at room temperature for 3.5 hours. The mixture was poured onto ice-aq. sodium hydroxide and extracted with ethyl acetate. The combined organic layer was dried and evaporated to afford the titled compound as a yellow solid (4.67 g, 72 %). ‘H NMR (270MHz, DMSO-d6) 8 = 7.29 (d, J = 8.2 Hz, 1H), 7.28 (s, 1H), 7.23 (d, J = 8.2 Hz, 1H) ppm. MS (EI) ; M+=191, 193

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,174669-74-0, its application will become more common.

Reference:
Patent; PFIZER JAPAN, INC.; PFIZER INC.; WO2005/35522; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem