Category: 126-38-5

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. 126-38-5, name is 1-Bromo-2,2-dimethoxypropane, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C5H11BrO2

A suspension of 5-bromo-4-fluoropyridin-2-amine (1 g, 5.24 mmol) inisopropanol (10 mL) was treated with 1-bromo-2,2-dimethoxypropane (1.16 g, 6.28mmol). The resulting mixture was heated at 80C for 21 h, then cooled to room temperature and concentrated under vacuum at 40C. The residue was treated with ethyl acetate (15 mL) and water (15 mL) and the phases were separated. The aqueous phase was basified with aqueous NaOH solution (32% w/w) to pH 8, then extracted with ethylacetate (10 mL, then 15 mL). The organic phases were pooled and concentrated under vaccuum at 40C to give the title compound (0.93 g, 78%) as a beige solid.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 126-38-5.

Reference:
Patent; UCB BIOPHARMA SPRL; ALEXANDER, Rikki Peter; BENTLEY, Jonathan Mark; BRACE, Gareth Neil; BROOKINGS, Daniel Christopher; CHOVATIA, Praful Tulshi; DEBOVES, Herve Jean Claude; JOHNSTONE, Craig; JONES, Elizabeth Pearl; KROEPLIEN, Boris; LECOMTE, Fabien Claude; MADDEN, James; MILLER, Craig Adrian; PORTER, John Robert; SELBY, Matthew Duncan; SHAW, Michael Alan; VAIDYA, Darshan Gunvant; YULE, Ian Andrew; WO2015/86506; (2015); A1;,
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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. 126-38-5, name is 1-Bromo-2,2-dimethoxypropane, A new synthetic method of this compound is introduced below., HPLC of Formula: C5H11BrO2

a sealed flask, 3,6-dichloro-4-methylpyridazine (27 g, 161 mmol) was suspended in aqueous ammonia (25%, 300 mL). The reaction mixture was heated at 110 C. for 48 hours (turned into solution after 1 hour). After cooling to room temperature, the reaction was poured into CH2Cl2, and the organic phase was separated, dried over Na2SO4, and concentrated under vacuum, to give 22.4 g of 6-chloro-4-methyl-pyridazin-3-amine and 6-chloro-5-methyl-pyridazin-3-amine as a mixture of regioisomers which were used directly in the next step.The mixture of regioisomers 6-chloro-4-methyl-pyridazin-3-amine and 6-chloro-5-methyl-pyridazin-3-amine (22.4 g) was suspended in 2-propanol (300 mL). 1-bromo-2,2-dimethoxypropane (36.0 g, 26.6 mL, 193 mmol, 1.2 eq.) and PPTS (2.96 g, 11.6 mmol, 0.0725 eq.) were added, and the resulting solution was heated at 105 C. overnight. The solvent was removed in vacuo and the residue was taken up in CH2Cl2 and washed with NaHCO3. The organic phases were dried over Na2SO4, concentrated in vacuo and the crude light brown solid was chromatographed (EtOAc/Heptane 1/2-1/1) to give separately 6.1 g of 6-chloro-2,8-dimethyl-imidazo[1,2-b]pyridazine MS m/z 182.1 [M+H]+(21%) as a white solid and 5.9 g of 6-chloro-2,7-dimethyl-imidazo[1,2-b]pyridazine MS m/z 182.1 [M+H] (20%) as a white solid.

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; Hoffmann-La Roche Inc.; PTC Therapeutics, Inc.; Ratni, Hasane; Green, Luke; Weetall, Maria L.; Naryshkin, Nikolai A.; (33 pag.)US2019/315773; (2019); A1;,
Ether – Wikipedia,
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Related Products of 126-38-5,Some common heterocyclic compound, 126-38-5, name is 1-Bromo-2,2-dimethoxypropane, molecular formula is C5H11BrO2, 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 solution of 3j (0.360?g, 2.00?mmol) and 1-bromo-2,4-dimethoxypropane (11, 0.330?mL, 2.44?mmol) in acetic acid (4.0?mL) was stirred at reflux for 3?h. After the solution was cooled to room temperature and concentrated, it was diluted with EtOAc and washed with water and saturated NaHCO3(aq). The organic layer was dried over MgSO4(s), filtered, and concentrated to afford a residue, which was purified by Isco Combi-Flash Companion column chromatography (0-20% EtOAc in n-hexane) to give 12 (0.114?g, 26%) as a yellow solid. 1H NMR (CDCl3, 300?MHz) delta 7.57 (d, 1H), 7.27-7.20 (m, 2H), 7.11 (dd, 1H), 7.05 (br s, 1H), 6.13 (s, 1H), 2.66 (q, 2H), 2.28 (s, 3H), 1.23 (t, 3H); 13C NMR (CDCl3, 75?MHz) delta 167.32, 148.57, 138.25, 136.07, 129.23, 127.04, 125.08, 121.85, 101.53, 24.32, 17.23, 14.25; HPLC Purity?=?100%, tR?=?29.20?min; LC-MS (ESI) m/z: 219.0 [M + H]+; HRMS (ESI): m/z calculated for C12H15N2S [M + H]+: 219.0956 Found: 219.0950.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-2,2-dimethoxypropane, its application will become more common.

Reference:
Article; Lin, Shu-Yu; Kuo, Yu-Hsien; Tien, Ya-Wen; Ke, Yi-Yu; Chang, Wan-Ting; Chang, Hsiao-Fu; Ou, Li-Chin; Law, Ping-Yee; Xi, Jing-Hua; Tao, Pao-Luh; Loh, Horace H.; Chao, Yu-Sheng; Shih, Chuan; Chen, Chiung-Tong; Yeh, Shiu-Hwa; Ueng, Shau-Hua; European Journal of Medicinal Chemistry; vol. 167; (2019); p. 312 – 323;,
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These common heterocyclic compound, 126-38-5, name is 1-Bromo-2,2-dimethoxypropane, 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. Computed Properties of C5H11BrO2

EXAMPLE 10 (+-)CIS AND (+-)-TRANS-1-[[2-(BROMOMETHYL)-4-(2,4-DICHLOROPHENYL)-2-METHYL-1,3-DIOXOLAN-4-YL]METHYL]-1H-IMIDAZOLE To a well stirred suspension of 2-(2,4-dichlorophenyl)-3-(1H-imidazol-1-yl)-1,2-propanediol (3.4 g), in toluene (500 mL) and n-butanol (4 mL), add successively with p-toluenesulfonic acid monohydrate (2.47 g) and 2,2-dimethoxybromopropane (3.2 g). Heat the mixture gently at reflux for 36 hr. Treat the reaction mixture in a manner described in Example 7 to give a mixture of the title compounds. Chromatograph on silica gel to provide the title compound, cis-isomer (less polar) m.p. 145-147 C., and trans-isomer (more polar) m.p. 128-130 C.

The synthetic route of 1-Bromo-2,2-dimethoxypropane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Schering Corporation; US4788190; (1988); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 126-38-5,Some common heterocyclic compound, 126-38-5, name is 1-Bromo-2,2-dimethoxypropane, molecular formula is C5H11BrO2, 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.

In a sealed flask, 3,6-dichloro-4-methylpyridazine (27 g, 161 mmol) was suspended in aqueous ammonia (25%, 300 mL). The reaction mixture was heated at 110 C for 48 hours (turned into solution after 1 hour). After cooling to room temperature, the reaction was poured into CH2C12, and the organic phase was separated, dried over Na2SO4, and concentrated under vacuum, to give 22.4 g of 6-chloro-4-methyl-pyridazin-3-amine and 6-chloro-5-methyl-pyridazin-3-amine as a mixture of regioisomers which were used directly in the next step. The mixture of regioisomers 6-chloro-4-methyl-pyridazin-3-amine and 6-chloro-5-methyl- pyridazin-3-amine (22.4 g) was suspended in 2-propanol (300 mL). 1-bromo-2,2- dimethoxypropane (36.0 g, 26.6 mL, 193 mmol, 1.2 eq.) and PPTS (2.96 g, 11.6 mmol, 0.0725 eq.) were added, and the resulting solution was heated at 105C overnight. The solvent wasremoved in vacuo and the residue was taken up in CH2C12 and washed with NaHCO3. The organic phases were dried over Na2SO4, concentrated in vacuo and the crude light brown solid was chromatographed (EtOAc / Heptane 1/2 -1/1) to give separately 6.1 g of 6-chloro-2,8- dimethyl-imidazo[1,2-b]pyridazine MS m/z 182.1 [M+H] (21%) as a white solid and 5.9 g of 6- chloro-2,7-dimethyl-imidazo[1,2-b]pyridazine MS m/z 182.1 [M+H] (20%) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-2,2-dimethoxypropane, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; ALSENZ, Jochem; GRASSMANN, Olaf; KUEHL, Peter; METZGER, Friedrich; MCCARTHY, Kathleen Dorothy; MORAWSKI VIANNA, Eduardo Paulo; WOODHOUSE, Marvin Lloyd; (130 pag.)WO2017/80967; (2017); 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. 126-38-5, name is 1-Bromo-2,2-dimethoxypropane, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C5H11BrO2

Step B: To a suspension 5-chloro-3-(difluoromethyl)pyrazin-2-amine (0.5 g, 2.8 mmol) in iPrOH (10 ml) was added l-bromo-2,2-dimethoxypropane (1.1 ml, 8.4 mmol), pyridinium para-toluene sulfonic acid (0.1 g, 0.3 mmol) and the mixture heated to 65C in a sealed tube for 18h. The reaction was diluted with DCM, washed with saturated sodium hydrogen carbonate solution, dried (Na2S04) and concentrated. Purification by flash column chromatography on silica gel (EtOAc: Hept 1:4- 1:0) afforded the titled product as a brown powder (0.20 g, 40%). MS (m/e): 218.1. (M+H+, CI)

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 126-38-5.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GREEN, Luke; PINARD, Emmanuel; RATNI, Hasane; WILLIAMSON, Patrick; (95 pag.)WO2015/197503; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 126-38-5,Some common heterocyclic compound, 126-38-5, name is 1-Bromo-2,2-dimethoxypropane, molecular formula is C5H11BrO2, 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.

To 4-bromopyridin-2-amine (1.08 g, 6.24 mmol)Add in H2O (20mL) solution1-bromo-2,2-dimethoxypropane (5.59 g, 30.5 mmol)And 4-methylbenzenesulfonic acid (209.4 mg, 1.216 mmol).The reaction mixture was heated to reflux and stirred for 12 hours.After the reaction,Adjust to pH=10 with a saturated aqueous solution of Na2CO3.The resulting mixture was extracted with EtOAc (100 mL¡Á3).The combined organic phases were dried over anhydrous sodium sulfate.Filter and concentrate under reduced pressure.The residue was purified by silica gel column chromatography (EtOAc /EtOAcThe title compound was obtained as a yellow solid (750 mg, yield 57%).

The synthetic route of 126-38-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Li Minxiong; Peng Ju; Li Xiaobo; Zhang Tao; Hu Haiyang; Chen Wuhong; Bai Changlin; Ke Donghua; Chen Peng; (217 pag.)CN109776522; (2019); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 126-38-5, A common heterocyclic compound, 126-38-5, name is 1-Bromo-2,2-dimethoxypropane, molecular formula is C5H11BrO2, 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.

[0186] A mixture of 3-bromobenzenethiol (630 muL, 5.33 mmol), l-bromo-2,2- dimethoxypropane (715 muL, 5.29 mmol), and K2CO3 (1.10 g, 7.96 mmol) in DMF (11 mL) was heated at 150 0C for 2.5 hours. The crude reaction mixture was cooled, filtered, and concentrated. The residue was purified using flash chromatography (0-30% ethyl acetate in hexanes) to afford the title compound as a clear oil (1.66 g, 108% with some trapped solvent). The material was used as is for the next reaction. [0187] 1H NMR (500 MHz, DMSO-J6) delta 1.33 (s, 3H), 3.12 (s, 6H), 3.25 (s, 2H), 7.25 (dd, J = 8.4, 7.5 Hz, IH), 7.36 (dd, J = 7.9, 1.9 Hz, 2H), 7.54 (t, J= 1.8 Hz, IH)

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; TARGEGEN INC.; WO2009/26345; (2009); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 126-38-5, name is 1-Bromo-2,2-dimethoxypropane, belongs to ethers-buliding-blocks compound, 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 126-38-5, HPLC of Formula: C5H11BrO2

1-bromo-2,2-dimethoxypropane (1a) (20 g, 109.27 mmol) was dissolved in chloroform (100 mL)Trifluoroacetic acid (74.75 g, 655.59 mmol) was added and reacted at room temperature for 4 hours.The reaction solution was added with dichloromethane (30 mL) and water (150 mL), and the layers were extracted. The organic phase was washed with saturated brine (100 mL x 4), dried over anhydrous sodium sulfate and concentrated at 30 C under reduced pressure to give the title compound Ib as a black oil (11 g, yield 73.5%).

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.

Reference:
Patent; Sichuan Hai Sike Pharmaceutical Co., Ltd.; Wei Yonggang; Qiu Guanpeng; Lei Bolin; Li Yao; Wang Song; Zhu Guozhi; (39 pag.)CN106279128; (2017); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 126-38-5, name is 1-Bromo-2,2-dimethoxypropane, belongs to ethers-buliding-blocks compound, 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 126-38-5, Application In Synthesis of 1-Bromo-2,2-dimethoxypropane

Methyl 2-amino-6-chloro-isonicotinate (9.33 g, 50.0 mmol) was suspended in n-propanol. 1-Bromo-2,2-dimethoxypropan (20.26 ml, 150 mmol) was added dropwise. After stirring at reflux for 20 h, n-propanol was removed in vacuo and the residue was recrystallized from diisopropyl ether. 14.55 g (95%) of the title compound were obtained as pale brown solid.1H-NMR (200 MHz, d6-DMSO): delta = 8.29 (s, 1 H), 8.25 (s, 1 H), 7.83 (s, 1 H), 6.14 (br s), 3.95 (s, 3H), 2.53 (s, 3H).

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.

Reference:
Patent; NYCOMED GMBH; WO2008/15196; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem