Month: February 2021

Related Products of 588-96-5, 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. 588-96-5, name is p-Bromophenetole belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 2: Synthesis of (5-bromo-2-fluorophenyl)(4-ethoxyphenyl)methanol:To a stirred solution of Mg (9.5 g) in dry tetrahydrafuran (50 ml), 1-bromo- 4-ethoxybenzene (step 1, 53.4 g) in tetrahydrafuran (150 ml) was added under N2 atmosphere at room temperature slowly by drop wise and stirred for about 1 hour. Then 5-bromo-2-fluorobenzaldehyde (11 ml) was added slowly to the above reaction mixture and the reaction mixture was allowed to stir for over night. After completion of the reaction (monitored by TLC), the reaction mixture was poured into saturated NH4C1 solution at 0 C and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous sodium sulphate and concentrated to give the residue. The crude product was purified via silica gel column chromatography with EtOAc and n-Hexane to afford the title compound as liquid (24 g). Yield: 85.7 ; NMR (CDC13, 300 MHz): delta 7.745- 7.71 (m, 1H), 7.37- 7.27 (m, 3H), 6.91- 6.84 (m, 3H), 6.02 (d, J = 3.3 Hz, 1H), 4.01 (q, J = 7.2 Hz, 2H), 2.20 (d, J = 3.3 Hz, 1H), 1.39 (t, J = 7.2 Hz, 3H).

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, p-Bromophenetole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; HETERO RESEARCH FOUNDATION; PARTHASARADHI REDDY, Bandi; MANOHAR SHARMA, Vedula; RATHNAKAR REDDY, Kura; VL SUBRAHMANYAM, Lanka; SUDHAKAR, Neela; WO2012/25857; (2012); A1;,
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Reference of 107622-80-0, A common heterocyclic compound, 107622-80-0, name is (4-Phenoxyphenyl)methanamine, molecular formula is C13H13NO, 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.

Production example 46 0.13 g of 2-amino-6-methoxymethylnicotinic acid, 0.20 g of 4-phenoxybenzylamine, 0.27 g of triethylamine and 0.55 g of a BOP reagent were added to 2 ml of DMF. The obtained mixture was stirred at a room temperature for 16 hours. Thereafter, water was added to the reaction mixture, and it was then extracted with ethyl acetate. The organic layer was washed with water, and it was then dried over magnesium sulfate, followed by concentration under reduced pressure. The obtained residue was subjected to silica gel column chromatography, so as to obtain 0.17 g of N-(4-phenoxyphenyl)methyl-2-amino-6-methoxymethylnicotinic acid amide (hereinafter referred to as the present compound 62).The present compound 62 [Show Image] 1H-NMR (CDCl3) delta: 3.45 (3H, s), 4.40 (2H, s), 4.57 (2H, d, J = 5.8 Hz), 6.23-6.30 (1H, br m), 6.40 (2H, br s), 6.70 (1H, d, J = 8.0 Hz), 6.98-7.02 (4H, m), 7.09-7.13 (1H, m), 7.29-7.36 (4H, m), 7.61 (1H, d, J = 8.0 Hz).

The synthetic route of 107622-80-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sumitomo Chemical Company, Limited; EP2248423; (2010); A1;,
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Application of 50868-73-0,Some common heterocyclic compound, 50868-73-0, name is 2-Methoxy-6-methylaniline, molecular formula is C8H11NO, 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 A: 2-cyclopentyl-N-(2-methoxy-6-methylphenyl)acetamide 3-cyclopentylpropionyl chloride (2.24 g, 15.31 mmol) was added to a mixture of 2-methoxy-6-methylaniline (2.0 g, 14.58 mmol) and triethylamine (2.24 mL, 16.04 mmol) in DCM at 0 C. The reaction mixture was progressively warmed to room temperature and stirred overnight. Ethyl acetate (200 ml) was added to the reaction mixture which was washed twice with HCl aq., 1N (100 ml). The organic layer was dried over MgSO4 and concentrated. The oily crude product was subjected to crystallization form hexanes to yield to the title compound (3.55 g, 14.37 mmol, 99%) as white crystal.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Methoxy-6-methylaniline, its application will become more common.

Reference:
Patent; Valeant Pharmaceuticals North America; US2008/45534; (2008); 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. 3616-56-6, name is 2,2-Diethoxy-N,N-dimethylethanamine, A new synthetic method of this compound is introduced below., Recommanded Product: 2,2-Diethoxy-N,N-dimethylethanamine

General procedure: Dimethylaminoacetaldehyde diethyl acetal (5 mmol) was added to a solution of 7 (0.5 mmol) in AcOH (5mL) at room temperature, and the mixture was heated at 100 ¡ãC. After 1 h, the mixture was gradually cooled to room temperature. The mixture was diluted with AcOEt (100 mL), washed with saturated NaHCO3 solution and brine, and dried over MgSO4. The solvent was removed, and the residue was separated by silica gel column chromatography with hexane/AcOEt (5:1) to give 3, 4 and 8.

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:
Article; Abe, Takumi; Ishikura, Minoru; Heterocycles; vol. 90; 1; (2015); p. 673 – 680;,
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Electric Literature of 588-96-5, The chemical industry reduces the impact on the environment during synthesis 588-96-5, name is p-Bromophenetole, I believe this compound will play a more active role in future production and life.

To a mixture of 1-bromo-4-ethoxybenzene (2 g, 9.95 mmol, 1.00 equiv) in THF (20 ml_) was added n-BuLi (2.5M in hexane, 3.98 ml_, 1.00 equiv) dropwise at -78C, the mixture was stirred at -78C for 30 min. 4-(Benzyloxy)-5-bromo-2-methylbenzaldehyde (3.025 g, 9.91 mmol, 1.00 equiv) in THF (10 ml_) was then added to the solution. The reaction mixture was stirred at -78C for 2h. NH4CI/H2O was added and the mixture was extracted with EtOAc thrice. The combined extracts were washed with brine and dried over Na2SC>4. The mixture was concentrated and the resulting residue purified by chromatography on silica gel (3:1 PE/EA) to yield (4-(benzyloxy)-5-bromo-2-methylphenyl)(4-ethoxyphenyl)methanol as a yellow oil.

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, p-Bromophenetole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; GUOZHANG, Xu; KUO, Gee-Hong; GAUL, Micheal; (163 pag.)WO2019/215633; (2019); A1;,
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Related Products of 36805-97-7,Some common heterocyclic compound, 36805-97-7, name is 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, molecular formula is C11H25NO2, 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.

Into the reaction vessel was added pyridine (50 mL) and dimethyl 4-hydroxyisophthalate (3.6 g, 17 mmol). The mixture was stirred at reflux for 17h andconcentrated. The residue was acidified with 1M HC1 (50 mL) and extracted with EtOAc (3OmL x 3). The organic phase was dried over Na2504, concentrated, and dissolved in DCM (10 mL). 1,1 -Di-tert-butoxy-N,N-dimethylmethanarnine (10.45 g, 51 .40 mmol) was then added and the reaction was stirred at rt for 12h. After diluted with EtOAc (30 mL), the organic phase was washed with sat NaHCO3 (20 mL x 3), dried over Na2SO4, andconcentrated to produce 1A (2.62 g, 10.40 mmol, 60.7% yield) as a white solid which was used for next step without further purification. LCMS Anal. Calc?d for C13H1605 252.10,found [M+H] 253.1; 1H NMR (500MHz, chloroform-d) 8 11.56 (s, 1H), 8.58-8.46 (m, 1H), 8.16 – 8.08 (m, 1H), 7.02 (s, 1H), 3.93 (s, 3H), 1.66 (s, 9H).

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

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; SU, Shun; CHAO, Hannguang, J.; CLARKE, Adam, James; LAWRENCE, R., Michael; (169 pag.)WO2019/36024; (2019); A1;,
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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;,
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Related Products of 41365-75-7, 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 41365-75-7 as follows.

Compound 28: To a suspension of sodium carbonate (31 g, 0.37 mol) in water (50 ml) was added a solution of 1-amino-3,3-diethoxypropane (10.00 mL, 61.81 mmol) in DCM (50 mL) followed by cooling to 0 C. benzenesulfonyl chloride (7.65 mL, 60.0 mmol) was added at 0 C. with vigorous stirring followed by warming to 20 C. and continued stirring for 2 h after which time MTBE (150 mL) was added. Organic layer was separated, washed with 1.0 M of HCl (50 mL), saturated NaHCO3 (50 g), water (50 g), concentrated and azeotroped to dry two times with MTBE (150 mL¡Á2) to provide N-(3,3-diethoxypropyl)benzenesulfonamide, 28 (17.34 g, 60.34 mmol, 97% yield) as light yellow clear oil.

According to the analysis of related databases, 41365-75-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CARLSON, ERIC; HANSEN, HANS; HAWKINS, LYNN; ISHIZAKA, SALLY; MACKEY, MATTHEW; SCHILLER, SHAWN; OGAWA, CHIKAKO; DAVIS, HEATHER; US2015/105370; (2015); A1;,
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Application of 91273-58-4, 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. 91273-58-4, name is ((3-Bromo-2-methylpropoxy)methyl)benzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 3 rac. E-1-benzyloxy-2-methyl-5-hepten-4-ol A slurry of 0.55 g. (0.0236 mole) of magnesium powder in 15 ml. of anhydrous tetrahydrofuran was stirred and heated at reflux while a few drops of a solution of 5 g. (0.0206 mole) of rac. 3-benzyloxy-2-methyl-1-propyl bromide in 30 ml. of anhydrous tetrahydrofuran was added followed by a crystal of iodine. After the Grignard reaction had begun, the remainder of the bromide solution was added dropwise over 35 min. at reflux temperature. The reaction mixture was stirred and heated under reflux for an additional hour then cooled 0-5 C. (ice bath) while a solution of 1.56 g. (0.022 mole) of crotonaldehyde in 15 ml. of anhydrous tetrahydrofuran was added over a 15 min. period. After stirring at room temperature for 2.5 hours, the reaction mixture was poured onto saturated aqueous ammonium chloride and the product was extracted with ether and worked up as in Example 1. The residue (4.62 g.) was chromatographed on 250 g. of silica gel. Elution with 4:1 parts by volume and 2:1 parts by volume hexane-ether gave 3.36 g. of rac. E-1-benzyloxy-2-methyl-5-hepten-4-ol as a pale yellow oil, b.p. 110-120 C. (bath temperature) (0.075 mm Hg.).

The synthetic route of ((3-Bromo-2-methylpropoxy)methyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoffmann-La Roche Inc.; US4041058; (1977); A;,
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Adding a certain compound to certain chemical reactions, such as: 101-55-3, name is 1-Bromo-4-phenoxybenzene, 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 101-55-3, Quality Control of 1-Bromo-4-phenoxybenzene

4-phenoxyphenylboronic acid (Intermediate V) To a solution of 4-phenoxybromobenzene (98.2 g, 0.39 mol) in dry THF (800 mL) under nitrogen at -78 C. was added n-BuLi (2.5M solution in hexanes) (172 mL, 0.43 mol) dropwise. A temperature rise to -65 C. was observed. On complete addition, the mixture was allowed to stir at -78 C. for 15 min. Triisopropylborate (109.2 mL, 0.473 mol) was added dropwise over 30 min. On complete addition, a suspension was observed. The mixture was allowed to warm to 0 C. over 1 hr, stirred at 0 C. for 4 hrs. The reaction was quenched by the dropwise addition of water (300 mL) such that the internal temperature <20 C. (ice-cooling required). The mixture was allowed to warm to room temperature overnight then evaporated to dryness. The residue was suspended in water (600 mL) and acidified by the cautious addition of conc. HCl. The resulting precipitate was collected by filtration and dried in vacuo at 45 C. The solid was ground to a fine powder and triturated with petroleum ether (40-60 C.). The pale solid was filtered and dried to give 4-phenoxyphenylboronic acid(68.8g, 83%). 1H NMR (250 MHz, d6-DMSO):7.99 (1H, m), 7.91 (1H, t), 7.83 (1H, d), 7.4 (2H, m), 7.14 (1H, m), 6.92-7.07 (5H, m). Microanalysis:Req. C(71.4%), H(5.45%), Found C(70.25%), 1H(4.7%) 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, 1-Bromo-4-phenoxybenzene, other downstream synthetic routes, hurry up and to see. Reference:
Patent; Abbott Laboratories; US2002/156081; (2002); A1;,
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