Category: 910251-11-5

Related Products of 910251-11-5, 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 910251-11-5 as follows.

To a solution of 208A (300mg, O.lmmol) and potassium trifluoro(methoxymethyl)borate (304mg, 0.2 mmol) in 3 ml dioxane/water (10:1) was added 3 aq. Cs2C03 and 2- dicyclohexylphosphino-2′,6′-diisopropoxybiphenyl (Ruphos)(93.4mg, 0.2 mmol) andPalladium(II)acetate (22.5 mg, 0.1 mmol). The resulting mixture was heated at reflux for overnight. The reaction mixture was filtered and the mixture was extracted with EtOAc. The organics were dried over Na2S04, filtered and concentrated. The crude product was purified by Si02 chromatography eluting with a gradient of EtOAc in hexanes to provide 12 mg of title compound. MS (m/z) 267 [M+H]+.

According to the analysis of related databases, 910251-11-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GILEAD SCIENCES, INC.; BONDY, Steven S.; CANNIZZARO, Carina E.; CHOU, Chien-hung; HALCOMB, Randall L.; HU, Yunfeng Eric; LINK, John O.; LIU, Qi; SCHROEDER, Scott D.; TSE, Winston C.; ZHANG, Jennifer R.; WO2013/6738; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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 910251-11-5 as follows. Application In Synthesis of Potassium trifluoro(methoxymethyl)borate

1006241 Step B: Preparation of 2-ethoxy-5-(methoxymethyl)benzonitrile: A heavy walled pressure tube was charged with 5-bromo-2-ethoxybenzonitrile (0.500 g, 2.21 mmol), 8mls of dioxane and 2mls of water. Potassium methoxymethyltrifluoroborate (0.672 g, 4.42 mmol), PdCZ2(dppf) dichloromethane adduct (0.361 g, 0.442 mmol), and cesium carbonate (2.16 g, 6.64 mmol) were then added to the reaction mixture under a nitrogen atmosphere, the tube was sealed and heated to 100 C for 16 hours. After allowing to cool to ambient temperature, the mixture was diluted with EtOAc/water and filtered through GF/F filter paper. The organic layer was isolated from the filtrate, dried over sodium sulfate and concentrated under reduced pressure. The resulting crude material was purified by flash chromatography to give 2-ethoxy-5-(methoxymethyl)benzonitrile (0.100 g, 24% yield).

According to the analysis of related databases, 910251-11-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARRAY BIOPHARMA INC.; BLAKE, James F.; BRANDHUBER, Barbara J.; HAAS, Julia; NEWHOUSE, Brad; THOMAS, Allen A.; WINSKI, Shannon L.; WO2014/78331; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 910251-11-5, 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. 910251-11-5, name is Potassium trifluoro(methoxymethyl)borate belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

[008691 Step E: Preparation of 2-(tert-butyl)-5-(methoxymethyl)benzonitrile: Charged a thick walled glass pressure vessel with 5-bromo-2-(tert-butyl)benzonitrile (520 mg, 2.18 mmol), dicyclohexyl(2?,6?-dimethoxy- [1,1 ?-biphenyl]-2-yl)phosphine (?S-Phos?) (179 mg, 0.437 mmol), Pd(OAc)2 (49.0 mg, 0.218 mmol), potassium (methoxymethyl)trifluoroborate (664 mg, 4.37 mmol), Cs2CO3 (2.8 g, 8.7 mmol), and 1:1 dioxane/water (10 mL). Sparged with N2 for several minutes, then heated to 100 C overnight with stirring. After cooling to ambient temperature, partioned mixture between EtOAc (20 mL) and water (20 mL). Separated phases, re-extracting aqueous with EtOAc (10 mL). Combined organics were washed with brine (20 mL), dried (MgSO4), filtered, and concentrated. The crude material was purified by Biotage Flash 40 silica gel column, eluting with a gradient of 5%-10% EtOAc/hexanes. Yield: 187 mg (36%).

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, Potassium trifluoro(methoxymethyl)borate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARRAY BIOPHARMA INC.; BLAKE, James F.; BRANDHUBER, Barbara J.; HAAS, Julia; NEWHOUSE, Brad; THOMAS, Allen A.; WINSKI, Shannon L.; WO2014/78331; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 910251-11-5, 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. 910251-11-5, name is Potassium trifluoro(methoxymethyl)borate belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Ethyl (R)-l l-chloro-12-(3-hydroxy-3-methylbut-l-yn-l-yl)-3,3- dimethyl-8-oxo-2,3,8,13b-tetrahydro-lH-pyrido[2,l-a]pyrrolo[l,2-c]phthalazine-7-carboxylate (53 mg, 0.093 mmol) was combined with trifluoro(methoxymethyl)-borane, potassium salt (40 mg, 0.26 mmol), Ruphos Pd G2 (5.1 mg, 0.007 mmol), and potassium carbonate (52 mg, 0.37 mmol) in dioxane:water (5: 1, ImL) under argon in a sealed vial. The mixture was stirred at 110 C for 2.5 hours, after which time it was cooled to 50 C and 1M lithium hydroxide (0.19 ml) was added. The mixture was stirred for 90 minutes, then cooled to room temperature, diluted with TFA and acetonitrile, and purified by preparative HPLC to provide (R)-12-(3-hydroxy-3- methylbut- 1 -yn-1 -yl)- 11 -(methoxymethyl)-3,3-dimethyl-8-oxo-2,3,8, 13b-tetrahydro- 1H- pyrido[2,l-a]pyrrolo[l,2-c]phthalazine-7-carboxylic acid as a TFA salt. XH NMR (400 MHz, Acetonitrile-d3) delta 8.47 (s, 1H), 8.01 (s, 1H), 7.50 (d, J = 1.1 Hz, 1H), 7.29 (s, 1H), 4.88 (d, J = 5.9 Hz, 1H), 4.62 (t, J = 0.8 Hz, 2H), 3.47 (s, 3H), 2.60 – 2.43 (m, 2H), 1.94 – 1.86 (m, 1H), 1.67 – 1.60 (m, 1H), 1.58 (s, 6H), 1.37 (s, 3H), 0.63 (s, 3H). iyF NMR (376 MHz, Acetonitrile- d3) delta -77.28 . MS (m/z) 437.2 [M+H]+.

The synthetic route of Potassium trifluoro(methoxymethyl)borate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; AKTOUDIANAKIS, Evangelos; CANALES, Eda; CURRIE, Kevin S.; KATO, Darryl; LI, Jiayao; LINK, John O.; METOBO, Samuel E.; SAITO, Roland D.; SCHROEDER, Scott D.; SHAPIRO, Nathan; TSE, Winston C.; WU, Qiaoyin; (262 pag.)WO2018/144605; (2018); A1;,
Ether – Wikipedia,
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Synthetic Route of 910251-11-5, 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. 910251-11-5 name is Potassium trifluoro(methoxymethyl)borate, 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.

4-Chloro-2-(4-chlorophenyl)-N-[3-(lH-imidazol-2-yl)propyl]quinazoline-7-carboxamide (200 mg, 0.0005 mol)(INT-5 described in Example 7), potassiummethoxymethyltrifluoroborate (214 mg, 0.00141 mol) dicesium carbonate (458 mg, 0.00141 mol) and SiliaCat DPP-Pd(0.260 mmol/g loading; 361 mg, 0.0000938 mol) were weighed into a 2-5mL microwave vial purged with nitrogen 5 min then added 1,4-dioxane (7.65 mL, 0.0980 mol) and water (1.69 mL, 0.0938 mol). The mixture was heated at 155 C for 80 min under microwave irradiation. After cooling, the reaction mixture was poured into EtOAc and water. The layers were separated and the aqueous layer was extracted two more times with EtOAc. The combined organic layer was dried over anhydrous MgSC>4 and concentrated in vacuo, and purified by HPLC to give 2-(4-chlorophenyl)-N-[3-(lH-imidazol-2-yl)propyl]-4- (methoxymethyl)quinazoline-7-carboxamide (20.0 mg, 10%) as a white solid. LCMS (ESI+): m/z = 436.2 (M+H). lH NMR (400 MHz, DMSO-dg) delta 9.12 (s, 1H), 8.63 – 8.56 (m, 3H), 8.45 (d, J= 8.6 Hz, 1H), 8.16 (s, 1H), 8.13 (d, J= 8.7 Hz, 1H), 7.68 (d, J= 8.6 Hz, 2H), 6.91 (s, 2H), 5.13 (s, 2H), 3.48 (s, 3H), 3.32-3.44 (m, 2H), 2.73 (t, J = 7.5 Hz, 2H), 2.01 – 1.93 (m, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Potassium trifluoro(methoxymethyl)borate, and friends who are interested can also refer to it.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; FREEZE, Brian, Scott; GIGSTAD, Kenneth, M.; JANOWICK, David, A.; LEE, Hong, Myung; SHI, Zhan; SOUCY, Francois; VYSKOCIL, Stepan; (237 pag.)WO2016/118565; (2016); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 910251-11-5, A common heterocyclic compound, 910251-11-5, name is Potassium trifluoro(methoxymethyl)borate, molecular formula is C2H5BF3KO, 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.

A pressure vial was charged with Intermediate 47 (350 mg, 0.969 mmol), potassium (methoxymethyl)trifluoroborate (295 mg, 1.94 mmol), RuPhos-Pd G2 (37.6 mg, 0.048 mmol) and cesium carbonate (947 mg, 2.91 mmol). The mixture was degassed (3x, vacuumlAr). Then dioxane (10 mL) and water (1.000 mL) were added, and the reaction mixture was degassed again. The pressure vial was capped, and the reactionmixture was stirred at 100 C for 18 h. Additional amounts of potassium (methoxymethyl)trifluoroborate (295 mg, 1.938 mmol), SPhos-Pd G2 (34.7 mg, 0.048 mmol), and cesium carbonate (947 mg, 2.91 mmol) were added. The reaction mixture was degassed (3x vacuumlAr), the pressure vial was capped, and the reaction mixture was stirred at 100 C for 18 h. Additional amount of SPhos-Pd G2 (34.7 mg, 0.048 mmol) wasadded, the reaction mixture was degassed, and was stirred at 125 C for 18 h. The reaction mixture was diluted with EtOAc, and CELITE was added. Solvent was removed under reduced pressure, and the residue was purified by flash chromatography (solid loading on CELITE) to give Intermediate 56A (61 mg, 19% yield) as an off-white solid. MS(ESI) m/z: 327.0 (M+H) ?H NMR (500MHz, DMSO-d6) oe ppm 8.44 (s, 1H), 8.09 (d, J=9.6Hz, 1H), 7.81 (d, J=9.6 Hz, 1H), 7.51 – 7.46 (m, 2H), 7.44 – 7.38 (m, 2H), 7.37 – 7.31 (m,1H), 5.28 (s, 2H), 4.94 (s, 2H), 3.83 (s, 3H), 3.32 (s, 3H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LADZIATA, Vladimir; GLUNZ, Peter W.; HU, Zilun; WANG, Yufeng; (0 pag.)WO2016/10950; (2016); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 910251-11-5, 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 910251-11-5 as follows.

A 100-mL round-bottom flask charged with compound 1-2 (100 mg, 0.26 mmol, 1.00 equiv), p and potassium methoxylmethyltrifluoroborate (77.9 mg, 0.51 mmol, 2.00 equiv) in dioxane (30 mL) and water (3 mL). Then Pd(pddf)Cl2 (50 mg) and Cs2C03 (250 mg, 0.76 mmol, 3.00 equiv) were added and the resulting mixture was degassed three times with nitrogen and stirred overnight at 85C. The resulting mixture was diluted with 30 mL of water and was extracted with 3 x 50 mL of ethyl acetate. Organic layers were combined, washed with brine, dried over anhydrous sodium sulfate and concentrated under vacuum. The crude product was purified by preparative HPLC to furnish 8.2 mg (9%) of 6-(methoxymethyl)-N-((lr,4r)-4- morpholinocyclohexyl)quina-zolin-4-amine, 1-32 as a white solid. LCMS (ES, m/z): 357.2 [M+H]+; 1H NMR (300 MHz, CD3OD) delta 8.43 (s, 1H), 8.19 (s, 1H), 7.77 (dd, 1H), 7.69 (d, 1H), 4.62 (s, 2H), 4.26-4.19 (m, 1H), 3.74 (t, 4H), 3.45 (s, 3H), 2.66 (t, 4H), 2.39 (d, 1H), 2.39 (d, 2H), 2.34 (d, 2H), 1.62-1.42 (m, 4H).

According to the analysis of related databases, 910251-11-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NIMBUS IRIS, INC.; ROMERO, Donna L.; ROBINSON, Shaughnessy; GREENWOOD, Jeremy Robert; SHELLEY, Mee; MASSE, Craig E.; HARRIMAN, Geraldine C.; WO2015/164374; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

910251-11-5, name is Potassium trifluoro(methoxymethyl)borate, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C2H5BF3KO

In a 4 mL vial were combined NiCl2 dimethoxyethane adduct (3.4 mg, 0.015 mmol, 0.12 equivalents) and 4,4′-di-ter/-butyl-2,2′-dipyridyl (4.15 mg, 0.015 mmol, 0.12 equivalents) in /V,/V-di methyl acetamide (1.0 mL). Example 1G (60 mg, 0.13 mmol, 1.0 equivalents), potassium trifluoro(methoxymethyl)borate (58 mg, 0.39 mmol, 3.0 equivalents), cesium carbonate (105 mg, 0.32 mmol, 2.5 equivalents) and bis[3,5-difluoro-2-[5-(trifluoromethyl)-2- pyridyl] phenyl] iridium(l+); 2-(2-pyridyl)pyridine; hexafluorophosphate (4.3 mg, 0.004 mmol, 0.03 equivalents) were added, followed by dioxane (1.0 mL). The reaction was irradiated overnight using a 450 nm LED photoreactor. The reaction was filtered and purified by reverse-phase preparative HPLC on a Waters XBridge C8 5 pm column (75 mm x 30 mm). A gradient of methanol (A) and 25 mM ammonium bicarbonate buffer (pH 10) in water (B) was used, at a flow rate of 40 mL/minute (0- 0.5 minutes 15% A, 0.5-8.0 minutes linear gradient 15-100% A, 8.0-9.0 minutes 100% A, 9.0- 9.1 minutes linear gradient 100-15% A, 9.1-10.0 minutes 15% A) to afford 5-[3-(benzyloxy)-l- fluoio-7-(methoxymethyl)naphthalen-2-yl]- 1 / 2,5-thiadiazolidinc- 1, 1,3-trione (52.4 mg, 94% yield).

The synthetic route of 910251-11-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; FARNEY, Elliot; SHIROODI, Roohollah, Kazem; XIONG, Zhaoming; ZHANG, Qingwei, I.; O’CONNOR, Matthew; HALVORSEN, Geoff; ZHAO, Hongyu; BAUMGARTNER, Christina; FROST, Jennifer, M.; KYM, Phil; ABBOTT, Jason, R.; BOGDAN, Andrew; ECONOMOU, Christos; WANG, Xueqing; (375 pag.)WO2019/246513; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – 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. 910251-11-5, name is Potassium trifluoro(methoxymethyl)borate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 910251-11-5

Example 10: Potassium methoxymethyldicyanomethoxyborate – K[CH3OCH2B(OCH3)(CN)2] K[CH3OCH2BF3] + 2 (CH3)3SiCN + (CH3)3SiOCH3 – CH3CN *- K[CH3OCH2B(OCH3)(CN)2] + 3 (CH3)3SiF K[CH3OCH2BF3] (70 mg, 0.461 mmol) is suspended in 10 mL of a mixture of (CH3)3SiCN (4.29 mmol, 0.57 mL), (CH3)3SiOCH3 (11.58 mmol, 1.59 mL), (CH3)3SiCI (0.79 mmol, 0.1 mL) and acetonitrile and stirred at room temperature for 30 minutes. Subsequently all volatile materials are removed in vacuo and a white solid is obtained. The yield of potassium methoxymethyldicyanomethoxyborate is 80 mg (0.45 mmol). The NMR spectra of K[CH3OCH2B(OCH3)(CN)2] are measured in CD3CN. 1 B{1H}-NMR; 1B-NMR; H{1 B}-NMR; <5, ppm: 3.23 s (CH2OCH3, 3H), 3.21 s (OCH3, 3H), 2.75 s (CH2, 2H). 1H-NMR; delta, ppm: = 3.23 s (CH2OCH3, 3H), 3.21 br. s (OCH3, 3H), 2.75 br. s (CH2, 2H). According to the analysis of related databases, 910251-11-5, the application of this compound in the production field has become more and more popular. Reference:
Patent; MERCK PATENT GMBH; IGNATYEV, Nikolai (Mykola); SCHULTE, Michael; KAWATA, Kentaro; GOTO, Tomohisa; SPRENGER, Jan; FINZE, Maik; FRANK, Walter; WO2013/10640; (2013); A1;,
Ether – Wikipedia,
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