204452-91-5 Archives - Ethers-buliding-blocks

S News Extended knowledge of 204452-91-5

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, 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine, other downstream synthetic routes, hurry up and to see.

Reference of 204452-91-5, The chemical industry reduces the impact on the environment during synthesis 204452-91-5, name is 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine, I believe this compound will play a more active role in future production and life.

A solution of 7-(dimethoxymethyl)-1 ,2,3,4-tetrahydro-1 ,8-naphthyridine (intermediate 4, 2 g, 9.60mmol) and diphenylcarbonate (4.11 g, 19.21 mmol) in THF (40 ml) at -15 C was treated withLHMDS (IM in THF, 13.3 ml, 13.3 mmol) over 0.5 h. The reaction mixture was quenched with sat.aq. NH4CI, extracted with EtOAc (2x). The combined organic layers were washed with brine, driedover Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by normal phase chromatography (80 g silica gel cartridge, heptanes/EtOAc 100:0 to 25:75) to give the title compound as a pale yellow solid. 1H-NMR (400 MHz, DMSO-d6) 5 7.65 (d, I H), 7.46 – 7.38 (m, 2 H), 7.27 – 7.18 (m, 4H), 5.17 (s, I H), 3.87 – 3.80 (m, 2 H), 3.26 (s, 6 H), 2.83 (t, 2 H), 2.00-1.92(m,2H).

Reference:
Patent; NOVARTIS AG; BUSCHMANN, Nicole; FAIRHURST, Robin Alec; FURET, Pascal; KNOePFEL, Thomas; LEBLANC, Catherine; MAH, Robert; NIMSGERN, Pierre; RIPOCHE, Sebastien; LIAO, Lv; XIONG, Jing; ZHAO, Xianglin; HAN, Bo; WANG, Can; WO2015/59668; (2015); A1;,
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S-21 News Some scientific research about 204452-91-5

The chemical industry reduces the impact on the environment during synthesis 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine. I believe this compound will play a more active role in future production and life.

Application of 204452-91-5, 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. 204452-91-5, name is 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine, This compound has unique chemical properties. The synthetic route is as follows.

Compound 13c (0.73 g) was dissolved in trifluoroacetic acid (5 mL). The resulting mixture was allowed to stir at room temperature under argon for 1.5 hours. The mixture was concentrated. The residue was dissolved in methylene chloride and washed 2× with saturated sodium bicarbonate solution. The organic layer was dried over magnesium sulfate, filtered, and the filtrate was concentrated to obtain compound 13d.

Reference:
Patent; Flores, Christopher M.; Wade, Paul R.; US2011/319400; (2011); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

S News Brief introduction of 204452-91-5

The synthetic route of 204452-91-5 has been constantly updated, and we look forward to future research findings.

Reference of 204452-91-5, A common heterocyclic compound, 204452-91-5, name is 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine, molecular formula is C11H16N2O2, 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 3: Preparation of 6-bromo-7-(dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine NBS (38.3 g, 215 mmol) was added in batches to a solution of 7-(dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine (42.7 g, 205 mmol) in MeCN (1 L) at room temperature. The reaction solution stirred for 1 hour and concentrated. The resulting residue was dissolved in CH2Cl2, washed with 1 M NaOH aqueous solution and saturated brine successively, dried over anhydrous sodium sulfate and concentrated. The resulting residue was subjected to column chromatography to obtain the title compound 6-bromo-7-(dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine (47.5 g, total yield of three steps: 81%). 1H NMR (400 MHz, CDCl3): delta 7.27 (s, 1H), 5.55 (s, 1H), 5.39 (br s, 1H), 3.45 (s, 6H), 3.38 (m, 2H), 2.70 (t, J = 6.0 Hz, 2H), 1.88 (m, 2H); MS m/z (ESI): 287.0 [M+H]+.

The synthetic route of 204452-91-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Hansoh Pharmaceutical Group Co., Ltd.; Shanghai Hansoh Biomedical Co., Ltd.; GAO, Peng; XIU, Wenhua; WANG, Shaobao; LIU, Lei; BAO, Rudi; (94 pag.)EP3444250; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Brief introduction of C11H16N2O2

The synthetic route of 204452-91-5 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. 204452-91-5, name is 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C11H16N2O2

[0567] A solution of7 -( dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine (intermediate 4, 2 g, 9.60 mmol) anddiphenylcarbonate ( 4.11 g, 19.21 mmol) in THF ( 40 ml) at-15 C. was treated with LHMDS (1M in THF, 13.3 ml, 13.3mmol) over 0.5 h. The reaction mixture was quenched withsat. aq. NH4Cl, extracted with EtOAc (2x). The combinedorganic layers were washed with brine, dried over Na2S04 ,filtered and concentrated under reduced pressure. The crudeproduct was purified by normal phase chromatography (80 gsilica gel cartridge, heptanes/EtOAc 100:0 to 25:75) to givethe title compound as a pale yellow solid. 1H-NMR (400MHz, DMSO-d6 ) o7.65 (d, lH), 7.46-7.38 (m, 2H), 7.27-7.18 (m, 4H), 5.17 (s, lH), 3.87-3.80 (m, 2H), 3.26 (s, 6H), 2.83(t, 2H), 2.00-1.92 (m, 2H).

The synthetic route of 204452-91-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Novartis AG; Buschmann, Nicole; Fairhurst, Robin Alec; Furet, Pascal; Knoepfel, Thomas; Leblanc, Catherine; Liao, Lv; Mah, Robert; Nimsgern, Pierre; Ripoche, Sebastien; Xiong, Jing; Han, Bo; Wang, Can; Zhao, Xianglin; US2015/119385; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

The origin of a common compound about 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine

Related Products of 204452-91-5, The chemical industry reduces the impact on the environment during synthesis 204452-91-5, name is 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine, I believe this compound will play a more active role in future production and life.

[0928] To a solution of phosgene (20% solution in toluene,0.186 ml, 0.353 mmol) in THF (2 ml) was added triethylamine(0.141 ml, 1.01 mmol). To the resulting white suspensionwas added a solution of 7-(dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine (intermediate 4, 70 mg, 0.336mmol) in THF (2 ml) drop wise. The resulting yellow suspensionwas stirred at room temperature for 1 h. 4,5-dichloropyridin-2-amine (65.7 mg, 0.403 mmol) in THF (1 ml) wasadded to the mixture and stirred at room temperature for 16 h.The reaction mixture was filtered through a silica gel plug andwashed with heptanes/EtOAc 1:1 (35 ml), the filtrate wasconcentrated. The residue was dissolved in dioxane (1 ml)and treated with HCl (4 Min dioxane, 1 ml, 4.0 mmol). Themixture was stirred at room temperature for 2 h, diluted withDCM and quenched with saturated aqueous NaHC03 . Theorg. layer was collected and the water layer was extractedwith DCM. The combined org. layers were dried over anhydrousNa2S04 and concentrated under reduced pressure. Thecrude product was dissolved in acetonitrile/NMP/TFA, filteredthrough a syringe filter (0.2 f.tm) and purified by preparativereverse phase LC-MS (RP 1). The clean fractionswere combined and lyophilized to obtain the title compoundas an off white solid.

Extended knowledge of 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine

Electric Literature of 204452-91-5, The chemical industry reduces the impact on the environment during synthesis 204452-91-5, name is 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine, I believe this compound will play a more active role in future production and life.

Brief introduction of C11H16N2O2

The synthetic route of 204452-91-5 has been constantly updated, and we look forward to future research findings.

Application of 204452-91-5, A common heterocyclic compound, 204452-91-5, name is 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine, molecular formula is C11H16N2O2, 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.

The synthetic route of 204452-91-5 has been constantly updated, and we look forward to future research findings.

Some scientific research about C11H16N2O2

Reference of 204452-91-5, 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. 204452-91-5, name is 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine, This compound has unique chemical properties. The synthetic route is as follows.

Reference:
Patent; Flores, Christopher M.; Wade, Paul R.; US2011/319400; (2011); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some tips on 204452-91-5

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine, its application will become more common.

Application of 204452-91-5,Some common heterocyclic compound, 204452-91-5, name is 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine, molecular formula is C11H16N2O2, 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.

5,6,7,8-Tetrahydro-[1,8]naphthyridine-2-carboxaldehyde. 2-Dimethoxymethyl-5,6,7,8-tetrahydro-[1,8]naphthyridine (10 g, 0.048 mol) was treated with trifluoroacetic acid (50 mL) and the resulting solution stirred under argon for 12.5 h. The TFA was removed at reduced pressure and the residue partitioned between sat. NaHCO3 and CH2Cl2. The organic layer was dried, concentrated and passed through a 3 in. pad of silica gel (10% acetone/CH2Cl2) and concentrated to afford 5,6,7,8-tetrahydro-[1,8]naphthyridine-2-carboxaldehyde as a yellow crystalline solid. 1H NMR (300 MHz, CDCl3) delta9.80 (s, 1H); 7.31 (d, J=7.32 Hz, 1H); 7.16 (d, J=7.32 Hz, 1H); 5.31 (br, s, 1H); 3.48 (m, 2H); 2.81 (m, 2H); 1.94 (m, 2H).

Reference:
Patent; Payne, Linda S.; Tran, Lekhanh O.; Zhuang, Linghang H.; Young, Steven D.; Egbertson, Melissa S.; Wai, John S.; Embrey, Mark W.; Fisher, Thorsten E.; Guare, James P.; Langford, H. Marie; Melamed, Jeffrey Y.; Clark, David L.; US2003/229079; (2003); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Sources of common compounds: 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine, and friends who are interested can also refer to it.

Related Products of 204452-91-5, 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. 204452-91-5 name is 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine, This 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.

The compound (12 g, 57.6 mmol) prepared in the above step 2 was dissolved in acetonitrile (192 ml), and N-bromosuccinimide (NBS) (10.77 g, 60.5 mmol) was slowly added at room temperature. After the reaction mixture was stirred at room temperature for 30 minutes, And concentrated under reduced pressure. After extracting the reaction residue obtained from the above with diethyl ether and ice water, The organic layer was washed with brine, dried over sodium sulfate, concentrated under reduced pressure, and purified by MPLC to obtain yellow To give the desired compound (11 g, 66%).