Category: 6096-89-5

Related Products of 6096-89-5, The chemical industry reduces the impact on the environment during synthesis 6096-89-5, name is 2-(4-Fluorophenoxy)ethylamine, I believe this compound will play a more active role in future production and life.

2-(4-Fluorophenoxy)ethylamine (5A-1) in hydrochloride form is dissolved in wa- ter and basified with 1N sodium hydroxide (NaOH) to basic pH, and then extracted with ether. The free amine is thus obtained (yield = 74%).The malonate monoester (O) (7.5 g), the amine (5A)-1 (4.14 g) in ethanolic solution (30%) and hydroxybenzotriazole (HOBT) (3.97 g) in 70 ml of THF are placed in a 500 ml three-necked flask. After complete dissolution, the whole is cooled to -7C and DCC (5.5 g) diluted in 30 ml of THF is then added dropwise over 30 minutes.The mixture is allowed to warm to room temperature and is then left stirring for 19 hours. At room temperature, the medium becomes cloudy (white precipitate).The precipitate (dicyclohexyl urea) is filtered off and concentrated to dryness. 15.77 g of a beige-coloured solid are obtained.This crude solid is taken up in ethyl acetate (400 ml) and washed with:- HCMN (150 ml)- saturated sodium hydrogen carbonate solution (NaHCO3) (150 ml)- saturated NaCI solution (150 ml) – water (150 ml).After drying over MgSO4 and evaporating off the solvent, 9.34 g of a beige-coloured solid are obtained.YId: 84% m.p. = 1200C 1H NMR (DMSO delta in ppm): 1.08 (s, 3H); 3.41 (t, 2H); 3.93 (t, 2H); 4.07 (q, 2H);6.89 (t, 2H); 7.08 (t, 2H); 7.31 (s, 4H); 7.83 (s, 1H); 8.60 (t, 1H).Purity = 67%MS (APCI) m/z: 419 [M+H]+

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, 2-(4-Fluorophenoxy)ethylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK PATENT GMBH; WO2008/6432; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 6096-89-5, The chemical industry reduces the impact on the environment during synthesis 6096-89-5, name is 2-(4-Fluorophenoxy)ethylamine, I believe this compound will play a more active role in future production and life.

2-(4-Fluorophenoxy)ethylamine (5A-1) in hydrochloride form is dissolved in wa- ter and basified with 1N sodium hydroxide (NaOH) to basic pH, and then extracted with ether. The free amine is thus obtained (yield = 74%).The malonate monoester (O) (7.5 g), the amine (5A)-1 (4.14 g) in ethanolic solution (30%) and hydroxybenzotriazole (HOBT) (3.97 g) in 70 ml of THF are placed in a 500 ml three-necked flask. After complete dissolution, the whole is cooled to -7C and DCC (5.5 g) diluted in 30 ml of THF is then added dropwise over 30 minutes.The mixture is allowed to warm to room temperature and is then left stirring for 19 hours. At room temperature, the medium becomes cloudy (white precipitate).The precipitate (dicyclohexyl urea) is filtered off and concentrated to dryness. 15.77 g of a beige-coloured solid are obtained.This crude solid is taken up in ethyl acetate (400 ml) and washed with:- HCMN (150 ml)- saturated sodium hydrogen carbonate solution (NaHCO3) (150 ml)- saturated NaCI solution (150 ml) – water (150 ml).After drying over MgSO4 and evaporating off the solvent, 9.34 g of a beige-coloured solid are obtained.YId: 84% m.p. = 1200C 1H NMR (DMSO delta in ppm): 1.08 (s, 3H); 3.41 (t, 2H); 3.93 (t, 2H); 4.07 (q, 2H);6.89 (t, 2H); 7.08 (t, 2H); 7.31 (s, 4H); 7.83 (s, 1H); 8.60 (t, 1H).Purity = 67%MS (APCI) m/z: 419 [M+H]+

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, 2-(4-Fluorophenoxy)ethylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK PATENT GMBH; WO2008/6432; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 6096-89-5, name is 2-(4-Fluorophenoxy)ethylamine, 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 6096-89-5, Application In Synthesis of 2-(4-Fluorophenoxy)ethylamine

Example 17: (Compound No. 223)Sodium salt of 3-[3-({3-[2-(4-fluorophenoxy)ethyl]-1 -propyl-2,4-dioxo-1 ,2,3,4- tetrahydroquinazolin-6-yl}carbonyl)imidazo[1 ,5-a]pyridin-1 -yl]benzoic acidMethyl 5-[(1 -bromoimidazo[1 ,5-a]pyridin-3-yl)carbonyl]-2-({[2-(4- fluorophenoxy)ethyl]carbamoyl}amino)benzoate4.75 g (16 mmol) of triphosgene are added, at ambient temperature under an inert atmosphere, to 4.99 g (13.33 mmol) of methyl 2-amino-5-({1 -[3- (methoxycarbonyl)phenyl]imidazo[1 ,5-a]pyridin-3-yl}carbonyl)benzoate in 220 ml of dioxane. After refluxing for 5 hours, 6.21 g (40 mmol) of 2-(4-fluorophenoxy)-1 – ethylamine and 4.05 g (40 mmol) of triethylamine are added at ambient temperature. The reaction medium is refluxed for 3 hours and then concentrated under reduced pressure. The residue is triturated from water. After filtration, the solid is rinsed with methanol and then dried under reduced pressure at 40C overnight. 6.67 g of a yellow solid are obtained.MH+: 555

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(4-Fluorophenoxy)ethylamine, and friends who are interested can also refer to it.

Reference:
Patent; SANOFI; ALCOUFFE, Chantal; KIRSCH, Reinhard; HERBERT, Corentin; LASSALE, Gilbert; WO2012/4732; (2012); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 6096-89-5, 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 6096-89-5 as follows.

Example 167. N-(3-(3,4-dichlorophenyl)propyl)-l-(2-(4-fluorophenoxy)ethyl)-4- h drox -5 -oxo-2,5 -dihydro- 1 H-pyrrole-3 -carboxamide[00219] To a solution of 2-(4-fluorophenoxy)ethanamine (0.022 g, 0.14 mmol) in MeOH (3 mL) was added DIPEA (0.024 mL, 0.14 mmol). The mixture was stirred for 5 min at rt, then paraformaldehyde (4.19 mg, 0.140 mmol) was added. The mixture heated at 60 C for 10 min using microwave irradiation. The reaction was cooled to rt, then Intermediate 5 (50 mg, 0.140 mmol) was added in a single portion. The reaction mixture was heated at 100 C for 15 min using microwave irradiation, then stirred at rt for 16 h. The reaction mixture was diluted with MeOHiH^O (9: 1) containing 0.1 % TFA, then purified by RP preparative HPLC (Method C) to obtain 9.2 mg (14% yield) of Example 167. HPLC/MS (Method C) RT = 3.35 min, [M+H]+ 468; .H NMR (500 MHz, methanol-^) (delta ppm): 1.83-1.95 (m, 2 H), 2.66 (t, J=7.70 Hz, 2 H), 3.36 (t, J=6.87 Hz, 2 H), 3.85 (t, J=5.22 Hz, 2 H), 4.11-4.20 (m, 4 H), 6.91 (d, J=4.40 Hz, 1 H), 6.93 (d, J=3.85 Hz, 1 H), 6.99 (t, J=8.80 Hz, 2 H), 7.14 (dd, J=8.25, 2.20 Hz, 1 H), 7.35-7.41 (m, 2 H).

According to the analysis of related databases, 6096-89-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ABELL, Lynn; ADAM, Leonard; CAVALLARO, Cullen L.; FINLAY, Heather; FRIENDS, Todd J.; HANGELAND, Jon J.; JIANG, Ji; LAWRENCE, R. Michael; LLOYD, John; PI, Zulan; TORA, George O.; QIAO, Jennifer X.; HU, Carol Hui; WANG, Tammy C.; WO2013/48982; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 6096-89-5, 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 6096-89-5 as follows.

l,r-Carbonyldiimidazole (162 mg, 1.00 mmol) was added to a solution of 0-1 -(3 -(trifluorometliyl)phenylsulfonyl)piperidin-4-yl)hydroxylamine (78.0 mg, 0.50 mmol) and triethylamine (101 mg, 1.00 mmol) in CH2Cl2 (15 ml) and stirred at room temperature for 24 hours. 2-(4-fluorophenoxy)ethanamine (162 mg, 0.50 mmol) was added to the reaction mixture and stirred at room temperature for another 17 hours. The reaction mixture was diluted with CH2Cl2 (50 ml) and washed with aqueous 0.1 N HCl solution (20 ml), H2O (30 ml x 3) and brine (30 ml), dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by preparative TLC (ethyl acetate/petroleum ether: 67/33) to give L1 (2-(4-fluorophenov)ethyl-3 -( 1 -(3 -(trifluoromethyl)phenylsulfonvDpiperidin-4-yloxy)urea (80 mg, 32%) as a white solid: LCMS: 506 [M+lf. 1H NMR (DMSO-d6) delta: 1.68 (t, 2H), 1.87 (t, 2H), 2.83 (t, 2H), 3.20 (d, 2H), 3.37 (m, 2H), 3.62 (d, IH), 3.94 (2H, t), 6.84 (t, IH), 6.93 (m, 2H), 7.09 (t, 2H), 7.91 (t, IH)5 7.97 (s, IH), 8.07 (d, IH), 8.13 (d, IH), 9.01 (s, IH).

According to the analysis of related databases, 6096-89-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SHIONOGI & CO., LTD.; WO2009/151152; (2009); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem