Category: 127446-34-8

Reference of 127446-34-8, 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 127446-34-8, name is N-(6-Chloro-3-formylpyridin-2-yl)pivalamide. This compound has unique chemical properties. The synthetic route is as follows.

Example 1; Preparation of 2-f4-Iodo-butoxy>5,6.7,9-tefrahvdro-l .7,,9-triaza-benzocvclohepten-8-oneStep 1. Preparation of N-r6-(4-Benzyloxy-butoxy)-3-fonnyl-pyridin-2-yl1-2.2-dimethyl- propionamideA solution of sodium t-butoxide (3eq., 3.41mmol/ml DMF) was prepared over a temperature range of 5 0C to 20 0C. To this solution at 5 0C was added a solution of 4-Benzyloxy- butan-1-ol (leq., 2.39mmole/inl DMF) over 30minutes. After the mixture was stirred for 2 hours, a solution of N-(6-cMoro-3-foimyl-pyridm-2-yl)-2,2-dimethyl-propionamide (1.3eq., 2.29mmol/ml DMF) was added over 40 minutes, maintaining 10 0C with cooling of the mixture. After 2 hours the mixture at 200C was diluted with water and extracted with methyl-t-butyl ether. The organic phase was evaporated in vacuo and the residue was diluted with tetrahydrofuran and evaporated under vacuum to give a solution of crude product, sufficiently pure to be used in the following steps. 1H-NMR (400 MHz, CDCl3): 11.50 (s, IH), 9.75 (s, IH)3 7.80 (d, IH), 7.40 – 7.20 (m, 5H), 6.45 (d, IH), 4.50 (m, 4H), 3.50 (t, 2H), 2.00 – 1.70 (m, 4H), 1.40 (s, 9H).

According to the analysis of related databases, 127446-34-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2007/116265; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 127446-34-8, 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. 127446-34-8, name is N-(6-Chloro-3-formylpyridin-2-yl)pivalamide. A new synthetic method of this compound is introduced below.

To a solution of Lambda/-(6-chloro-3-formylpyridin-2-yl)pivalamide (prepared as described in J. Org. Chem. (1990), 55, 4744; 3.0 g, 12.64 mmol) in MeCN (250 niL) was added triethyl 2-fluoro-phosphonoacetate (4 g, 16.51 mmol), lithium chloride (0.935 g) and DBU (2.8 mL, 18.7 mmol). The mixture was stirred at rt for 4 h. The solvent was evaporated and the residue was partitioned between N HCl (100 mL) and ether (150 mL). The aq. layer was extracted with ether (10O mL) and the combined ethereal layers were dried over Na2SO4, filtered and concentrated to dryness. The residue was taken up in dioxane (15 mL) and 6JV EtaC1 (50 mL) was added. The mixture was heated to reflux for 90 min. The mixture was cooled to 00C and the volatiles were removed in vacuo. The solids were filtered off and washed with water. The solid was dried in vacuo to afford the title compound as a yellow solid (1.38 g, 56% yield). The title compound was only 70% pure. MS (ESI, m/z): 199.1 [M+Eta+] for C8H4N2OClF.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,127446-34-8, N-(6-Chloro-3-formylpyridin-2-yl)pivalamide, and friends who are interested can also refer to it.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; HUBSCHWERLEN, Christian; RUEEDI, Georg; SURIVET, Jean-Philippe; ZUMBRUNN ACKLIN, Cornelia; WO2010/116337; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 127446-34-8, 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. 127446-34-8, name is N-(6-Chloro-3-formylpyridin-2-yl)pivalamide. A new synthetic method of this compound is introduced below.

To a solution of Lambda/-(6-chloro-3-formylpyridin-2-yl)pivalamide (prepared as described in J. Org. Chem. (1990), 55, 4744; 3.0 g, 12.64 mmol) in MeCN (250 niL) was added triethyl 2-fluoro-phosphonoacetate (4 g, 16.51 mmol), lithium chloride (0.935 g) and DBU (2.8 mL, 18.7 mmol). The mixture was stirred at rt for 4 h. The solvent was evaporated and the residue was partitioned between N HCl (100 mL) and ether (150 mL). The aq. layer was extracted with ether (10O mL) and the combined ethereal layers were dried over Na2SO4, filtered and concentrated to dryness. The residue was taken up in dioxane (15 mL) and 6JV EtaC1 (50 mL) was added. The mixture was heated to reflux for 90 min. The mixture was cooled to 00C and the volatiles were removed in vacuo. The solids were filtered off and washed with water. The solid was dried in vacuo to afford the title compound as a yellow solid (1.38 g, 56% yield). The title compound was only 70% pure. MS (ESI, m/z): 199.1 [M+Eta+] for C8H4N2OClF.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,127446-34-8, N-(6-Chloro-3-formylpyridin-2-yl)pivalamide, and friends who are interested can also refer to it.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; HUBSCHWERLEN, Christian; RUEEDI, Georg; SURIVET, Jean-Philippe; ZUMBRUNN ACKLIN, Cornelia; WO2010/116337; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 127446-34-8 ,Some common heterocyclic compound, 127446-34-8, molecular formula is C11H13ClN2O2, 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.

Intermediate 7:[0122] To a solution of 4-(benzyloxy)butan-l-ol (15.42 g, 85.6 mmol) in DMF (120 mL) was added sodium hydride (4.11 g, 171 mmol) at 0C. The mixture was stirred for 20 min, then intermediate 6 (10.28 g, 42.7 mmol) was added portion-wise and the resulting mixture was stirred overnight. The mixture was quenched with saturated aq NH CI and extracted with EtOAc. The combined organic layers were washed with water, brine, dried over anhydrous Na2S04 and concentrated in vacuo. The residue was purified by flash chromatography on silica gel column (elution with PE EtOAc = 8: 1 – 4: 1) to give N-(6-(4-(benzyloxy)butoxy)-3-formylpyridin-2- yl)pivalamide (intermediate 7) (5.04 g, 31%).

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. 127446-34-8, N-(6-Chloro-3-formylpyridin-2-yl)pivalamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL; JIN, Jian; ROTH, Bryan; FRYE, Stephen; WO2012/3418; (2012); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 127446-34-8, 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. 127446-34-8, name is N-(6-Chloro-3-formylpyridin-2-yl)pivalamide, molecular formula is C11H13ClN2O2, 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 (2R,5R)-2-methyl-5-phenylmorpholine (Preparation 2, 53 g, 300 mmol), N-(6-chloro-3-formylpyridin-2-yl)pivalamide, N,N-dimethylformamide (150 mL) and diisopropylethylamine (53 mL, 300 mmol) was stirred at 100 C. for 18 h. The mixture was cooled to room temperature and concentrated. The residue was dissolved in ethyl acetate (1 L) and water was added (600 mL). The layers were separated. The organic layer was extracted with aqueous hydrochloric acid (1 N, 500 mL), dried over sodium sulfate, filtered and concentrated. The residue was dissolved in dichloromethane and filtered through silica gel, rinsing through with 50% ethyl acetate in heptanes (3 L) followed by 100% ethyl acetate (500 mL) to provide the title compound. 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 1.28 (3H, d, J=6.2 Hz), 1.36 (9H, s), 3.04 (1H, dd, J=13.6, 11.0 Hz), 3.75 (1H, m), 4.04 (1H, dd, J=12.0, 3.8 Hz), 4.45 (1H, dd, J=12.1, 1.6 Hz), 6.24 (1H, d, J=9.0 Hz), 7.26 (4H, m), 7.60 (1H, d, J=8.8 Hz), 9.52 (1H, m), 11.58 (1H, br s).

According to the analysis of related databases, 127446-34-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer Inc; US2011/281854; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 127446-34-8 , The common heterocyclic compound, 127446-34-8, name is N-(6-Chloro-3-formylpyridin-2-yl)pivalamide, molecular formula is C11H13ClN2O2, 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.

Step 1 : Sodium thiomethoxide (1 .37 g, 19.5 mmol, 1 .50 eq) is added to N-(6-chloro-3-formyl- pyridin-2-yl)-2,2-dimethyl-propionamide (Org Process Res. Dev. 2009, 13, 555) (1 .87 g, 7.79 mmol) in THF (50 mL) in a round-bottom flask and the solution is stirred at 50 C for 2 h. The reaction mixture is diluted with EtOAc and washed with brine. The organic layer is dried over MgS04, filtered and concentrated under reduced pressure to afford intermediate 5001 A.

The synthetic route of 127446-34-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FADER, Lee; LEPAGE, Olivier; BAILEY, Murray; BEAULIEU, Pierre Louis; BILODEAU, Francois; CARSON, Rebekah; GIROUX, Andre; GODBOUT, Cedrickx; MOREAU, Benoit; NAUD, Julie; PARISIEN, Mathieu; POIRIER, Martin; POIRIER, Maude; SURPRENANT, Simon; THIBEAULT, Carl; WO2013/152063; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 127446-34-8 ,Some common heterocyclic compound, 127446-34-8, molecular formula is C11H13ClN2O2, 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.

10.i. 7-chloro-3-fluoro-1,8-naphthyridin-2(1H)-one To a solution of N-(6-chloro-3-formylpyridin-2-yl)pivalamide (prepared as described in J. Org. Chem. (1990), 55, 4744; 3.0 g, 12.64 mmol) in MeCN (250 mL) was added triethyl 2-fluoro-phosphonoacetate (4 g, 16.51 mmol), lithium chloride (0.935 g) and DBU (2.8 mL, 18.7 mmol). The mixture was stirred at rt for 4 h. The solvent was evaporated and the residue was partitioned between 1N HCl (100 mL) and ether (150 mL). The aq. layer was extracted with ether (100 mL) and the combined ethereal layers were dried over Na2SO4, filtered and concentrated to dryness. The residue was taken up in dioxane (15 mL) and 6N HCl (50 mL) was added. The mixture was heated to reflux for 90 min. The mixture was cooled to 0 C. and the volatiles were removed in vacuo. The solids were filtered off and washed with water. The solid was dried in vacuo to afford the title compound as a yellow solid (1.38 g, 56% yield). The title compound was only 70% pure. MS (ESI, m/z): 199.1 [M+H+] for C8H4N2OClF.

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. 127446-34-8, N-(6-Chloro-3-formylpyridin-2-yl)pivalamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Actelion Pharmaceuticals Ltd.; US2012/40989; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 127446-34-8, 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 127446-34-8, name is N-(6-Chloro-3-formylpyridin-2-yl)pivalamide. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 4-Benzyloxy-butan-l-ol (12) (8.43 mL, 48 mmol) in DMF (50 mL) was treated with NaH (1.52 g, 60 mmol) at O0C under nitrogen. The mixture was stirred at this temperature for 15 min, and then treated with N-(6-Chloro-3-formyl-pyridin-2-yl)-2,2- dimethyl-propionamide (11), (Journal of Organic Chemistry, 55(15), 4744-50; 1990, 5.76g, 24 mmol) in portions. After the addition was over, the mixture was left stirring for another 1 h. Aqueous NH4Cl was added to quench the reaction. The mixture was taken up into EtOAc and washed with water, dried and concentrated. The residue was purified by column chromatography on silica gel to give the title compound (13) (6.15g) 1H-NMR (400 MHz, CDCl3): 11.50 (s, IH), 9.75 (s, IH), 7.80 (d, IH), 7.40 – 7.20 (m, 5H), 6.45 (d, IH), 4.50 (m, 4H), 3.50 (t, 2H), 2.00 – 1.70 (m, 4H), 1.40 (s, 9H).

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 127446-34-8, N-(6-Chloro-3-formylpyridin-2-yl)pivalamide.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2006/103559; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 127446-34-8 ,Some common heterocyclic compound, 127446-34-8, molecular formula is C11H13ClN2O2, 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.

10.i. 7-chloro-3-fluoro-1,8-naphthyridin-2(1H)-one To a solution of N-(6-chloro-3-formylpyridin-2-yl)pivalamide (prepared as described in J. Org. Chem. (1990), 55, 4744; 3.0 g, 12.64 mmol) in MeCN (250 mL) was added triethyl 2-fluoro-phosphonoacetate (4 g, 16.51 mmol), lithium chloride (0.935 g) and DBU (2.8 mL, 18.7 mmol). The mixture was stirred at rt for 4 h. The solvent was evaporated and the residue was partitioned between 1N HCl (100 mL) and ether (150 mL). The aq. layer was extracted with ether (100 mL) and the combined ethereal layers were dried over Na2SO4, filtered and concentrated to dryness. The residue was taken up in dioxane (15 mL) and 6N HCl (50 mL) was added. The mixture was heated to reflux for 90 min. The mixture was cooled to 0 C. and the volatiles were removed in vacuo. The solids were filtered off and washed with water. The solid was dried in vacuo to afford the title compound as a yellow solid (1.38 g, 56% yield). The title compound was only 70% pure. MS (ESI, m/z): 199.1 [M+H+] for C8H4N2OClF.

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. 127446-34-8, N-(6-Chloro-3-formylpyridin-2-yl)pivalamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Actelion Pharmaceuticals Ltd.; US2012/40989; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 127446-34-8, 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 127446-34-8, name is N-(6-Chloro-3-formylpyridin-2-yl)pivalamide. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 4-Benzyloxy-butan-l-ol (12) (8.43 mL, 48 mmol) in DMF (50 mL) was treated with NaH (1.52 g, 60 mmol) at O0C under nitrogen. The mixture was stirred at this temperature for 15 min, and then treated with N-(6-Chloro-3-formyl-pyridin-2-yl)-2,2- dimethyl-propionamide (11), (Journal of Organic Chemistry, 55(15), 4744-50; 1990, 5.76g, 24 mmol) in portions. After the addition was over, the mixture was left stirring for another 1 h. Aqueous NH4Cl was added to quench the reaction. The mixture was taken up into EtOAc and washed with water, dried and concentrated. The residue was purified by column chromatography on silica gel to give the title compound (13) (6.15g) 1H-NMR (400 MHz, CDCl3): 11.50 (s, IH), 9.75 (s, IH), 7.80 (d, IH), 7.40 – 7.20 (m, 5H), 6.45 (d, IH), 4.50 (m, 4H), 3.50 (t, 2H), 2.00 – 1.70 (m, 4H), 1.40 (s, 9H).

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 127446-34-8, N-(6-Chloro-3-formylpyridin-2-yl)pivalamide.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2006/103559; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem