Sep-21 News The origin of a common compound about 60144-53-8

The synthetic route of tert-Butyl (4-fluorophenyl)carbamate has been constantly updated, and we look forward to future research findings.

Related Products of 60144-53-8, 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. 60144-53-8, name is tert-Butyl (4-fluorophenyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(4-Fluoro-phenyl)-carbamic acid terf-butyl ester (2.1 1 g, 10.0 mmol, ABCR, Karlsruhe, Germany) was added to a round bottom and purged with nitrogen. Anhydrous tetrhydrofuran (200 mL) was added to dissolve the solids and the flask placed in a dry ice / acetone bath (internal temperature -74 C uncorrected). terf-Butyl lithium (1 .7 M in pentane, 14.2 mL, 24.0 mmol) was added over 5 min causing a yellow color to develop. After the addition was complete the reaction was stirred in a -20 C bath for 1 h. At this point, 3-ethoxymethacrolein (1.43 mL, 12.0 mmol) was added dropwise over 5 min, keeping the temperature below -19 C. The reaction was stirred at -20 C for 2 h before slowly adding trifluoroacetic acid (14 mL) over 5 min. The red solution was stirred at room temperature for 16 h before bring to pH 12 with 1 N NaOH. This was extracted twice with ethyl acetate and the combined organics dried over MgS04. Purification by silica gel flash chromatography (ethyle acetate / heptanes) gave impure desired material. This was extracted into three portions of 1 N HCI, the combined aqueous layers were brought to pH 12 with 6 N NaOH, and then extracted into two portions of ethyl acetate. The combined organics were dried over MgS04 and concentrated in vacuo to give 6-fluoro-3-methyl-quinoline (48.0 mg) as an orange oil. 1 H NMR (400 MHz, CDCI3) delta 8.74 (s, 1 H) 8.07 (dd, J=9.1 , 5.4 Hz, 1 H) 7.88 (s, 1 H) 7.33 – 7.46 (m, 2 H) 2.53 (s, 3 H); MS (M+1 ): 162.1 .

The synthetic route of tert-Butyl (4-fluorophenyl)carbamate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; DIDIUK, Mary; FILIPSKI, Kevin J.; GUZMAN-PEREZ, Angel; LEE, Esther C.; PFEFFERKORN, Jeffrey A.; STEVENS, Benjamin; TU, Meihua; WO2013/14569; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Sources of common compounds: C11H14FNO2

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, tert-Butyl (4-fluorophenyl)carbamate, other downstream synthetic routes, hurry up and to see.

Application of 60144-53-8, The chemical industry reduces the impact on the environment during synthesis 60144-53-8, name is tert-Butyl (4-fluorophenyl)carbamate, I believe this compound will play a more active role in future production and life.

Intermediate 1; 6-Fluorospiro[3,l-benzoxazine-4,4′-piperidin]-2(lH)-one; hydrochloride A mixture of 48.96 g (232 mmol) (4-fluoro-phenyl)-carbamic acid tert-butgamma ester and 300 mL tert-BuLi ( 1.7 M in hexane) in 380 mL THF at -70 0C was stirred for 50 min and afterwards 2.5 h at -200C. 44.3 g (223 mmol) 4-oxo-piperidine-l-carboxylic acid tert-butgamma ester (commercially available) in 180 mL THF was added at -70 0C and 60 mg KOtBu at 15 0C. The mixture was stirred at room temperature for 14 h. NH4Cl aq. was added, the organic phase was washed with saturated NaCl aq., and the aqueous phase was extracted with a mixture of THF and ethyl acetate. The combined organic phases were dried with Na2SC>4 and evaporated to dryness. The residue was titurated with diethyl ether, filtered off, washed with diethyl ether and dried to yield 31 g of tert-hutyi 6-fluoro- 2-oxo-l,2-dihydro-l ‘H-spiro[3,l -benzoxazine-4,4’-piperidine]-l ‘-carboxylate (MS (m/e): 335.5 (MH”) ) which was used without further purification in the consecutive step. 300 mL dioxane and 136 mL 4N HCl in dioxane was added and stirred at room temperature for 18 h. The precipitate was filtered off, washed with dioxane and diethyl ether and dried in vacuum. 21 g (36 %) of the title compound was yielded as light yellow solid. MS (m/e): 237.1 (MH+).

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, tert-Butyl (4-fluorophenyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2008/81012; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Discovery of 60144-53-8

The synthetic route of tert-Butyl (4-fluorophenyl)carbamate has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 60144-53-8, name is tert-Butyl (4-fluorophenyl)carbamate, 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. Product Details of 60144-53-8

A one-pot procedure to synthesize 4-fluoroaniline (3-98) from N-Boc-aniline (3-103c) and iV-Boc-4-/er/-butylaniline (3-105c) was developed (Scheme 4). Thus, treatment of N-Boc- aniline (3-103c) and iV-Boc-4-te t-butylaniline (3-105c) using the above standard fluorination conditions followed by the addition of 10% TFA gave the desired4-fluoroaniline (3-98) in 15% and 37% yields over the two steps, respectively. (Reagent and conditions. PhI(OAc)2 (1 equiv), HF-py (4 equiv), CH2C12 (0.1 M), 25 C, 30 min; then 10% TFA/CH2C12, 15 min, 25 C, 15% (from 3-103c), 37% (from 3-105c).)

The synthetic route of tert-Butyl (4-fluorophenyl)carbamate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ISIS INNOVATION LIMITED; GOUVERNEUR, Veronique; LI, Lei; LIM, Yee-Hwee; HUIBAN, Mickael; WO2012/4567; (2012); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Introduction of a new synthetic route about tert-Butyl (4-fluorophenyl)carbamate

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 60144-53-8.

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. 60144-53-8, name is tert-Butyl (4-fluorophenyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C11H14FNO2

To a solution of 4-fluorophenylcarbamic acid te/t-butyl ester (1.3 g, 6.2 mmol) in anhydrous tetrahydrofuran (15 mL) was added sodium hydride (60% dispersion in mineral oil, 261 mg, 6.8 mmol). After the initial gas evolution had ceased, the reaction was allowed to stir for 15 minutes. Tetra-n-butylammonium iodide (227 mg, 0.6 mmol) was then added followed by addition of the 2-chloro-5-chloromethyl thiazole prepared above. The mixture was heated to reflux for 1 hour. After cooling, the reaction was carefully neutralized with cold saturated sodium bicarbonate (10 mL) and extracted with ethyl acetate (2 x 20 mL). The organic layers were combined, dried over anhydrous sodium sulfate, filtered and the solvent removed under reduced pressure to provide a dark oil. Flash chromatography (silica gel; 5%- 10% ethyl acetate in hexanes) provided 2-chloro-thiazol-5-ylmethyl-4- fluorophenylcarbamic acid te/t-butyl ester (1.5 g, 4.4 mmol) as a yellow oil.

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 60144-53-8.

Reference:
Patent; WYETH; WO2008/73929; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Simple exploration of 60144-53-8

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.

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. 60144-53-8, name is tert-Butyl (4-fluorophenyl)carbamate, A new synthetic method of this compound is introduced below., Computed Properties of C11H14FNO2

To a solution of 4-fluorophenylcarbamic acid terf-butyl ester (1.02 g, 4.6 mmol) in tetrahydrofuran (15 mL) was added sodium hydride (60% dispersion in mineral oil, 206 mg, 5.1 mmol). After the initial gas evolution had ceased, the reaction was allowed to stir for 15 minutes. Tetra-n-butylammonium iodide (189 mg, 0.5 mmol) was then added followed by the addition of 1-(4-chloromethyl-thiazol-2-yl)-piperidine (1.1 g, 5.1 mmol) prepared above. The mixture was heated to reflux for 1 hour. After cooling, the reaction was carefully neutralized with cold saturated sodium bicarbonate (10 ml_) and extracted with ethyl acetate (2 x 20 mL). The organic layers were combined, dried over anhydrous sodium sulfate, filtered and the solvent removed under reduced pressure to provide an oil. Flash chromatography (silica gel; 10% ethyl acetate in hexanes) provided (4-fluorophenyl)-(2-piperidin-1-yl-thiazol-4- ylmethyl)-carbamic acid te/t-butyl ester (1.25 g, 3.2 mmol) 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; WYETH; WO2008/73461; (2008); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Simple exploration of 60144-53-8

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl (4-fluorophenyl)carbamate, its application will become more common.

Application of 60144-53-8,Some common heterocyclic compound, 60144-53-8, name is tert-Butyl (4-fluorophenyl)carbamate, molecular formula is C11H14FNO2, 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.

Part II: Preparation of (4-fluorophenyl)-(4-iodo-benzyl)-carbamic acid terf-butyl esterA solution of (4-fluorophenyl)-carbamic acid terf-butyl ester (9.98 g, 47.3 mmol) in anhydrous tetrahydrofuran (150 mL) was cooled to 0C and treated with sodium hydride (60% dispersion in mineral oil, 2.3 g, 56.8 mmol). The mixture was warmed to room temperature and stirred for 30 minutes. To the reaction was added 1- bromomethyl-4-iodo-benzene (14.0 g, 47.3 mmol) and the mixture was allowed to stir at room temperature overnight. The reaction was diluted with water (50 mL) and extracted with ethyl acetate (3 x 50 mL). The organic phases were combined, washed with brine (50 ml_), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. Purification by chromatography (silica gel; 5% ethyl acetate in hexanes) provided (4-fluorophenyl)-(4-iodo-benzyl)-carbamic acid terf-butyl ester (18 g, 42.1 mmol) as a colorless oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl (4-fluorophenyl)carbamate, its application will become more common.

Reference:
Patent; WYETH; WO2008/73936; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

The important role of 60144-53-8

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.

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. 60144-53-8, name is tert-Butyl (4-fluorophenyl)carbamate, A new synthetic method of this compound is introduced below., Formula: C11H14FNO2

(4-Bromo-thiazol-2-yl)-(4-fluoro-phenyl)-carbamic acid tert-butyl ester; A mixture of (4-fluoro-phenyl)-carbamic acid tert-butyl ester (260 mg, 1.23 mmol), 2,4-dibromothiazole (100 mg, 0.41 mmol), copper powder (26 mg, 0.41 mmol), CuCl (41 mg, 0.41 mmol), and KOAc (40 mg, 0.41 mmol) in pyridine (4 ml) is heated at 1000C for 2 hours. The cooled mixture is diluted with EtOAc (30 ml) and washed with H2O (30 ml). The organic layer is dried over Na2SO4, filtered and concentrated in vacuum. The residue is purified by HPLC (C]8 column, eluted with CH3CN/H2O with 0.035% TFA) to give the title compound as solid: 1H NMR (DMSO-d6) delta 1.36 (s, 9H), 7.29 (t, 2H, J = 8.8 Hz), 7.37-7.43 (m, 3H); m/z [M+^t-Bu] 316.9.

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; IRM LLC; WO2007/16228; (2007); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Extended knowledge of 60144-53-8

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, tert-Butyl (4-fluorophenyl)carbamate, other downstream synthetic routes, hurry up and to see.

Related Products of 60144-53-8, The chemical industry reduces the impact on the environment during synthesis 60144-53-8, name is tert-Butyl (4-fluorophenyl)carbamate, I believe this compound will play a more active role in future production and life.

To a solution of (4-fluorophenyl)-carbamic acid te/f-butyl ester (1.3 g, 6.2 mmol) in anhydrous tetrahydrofuran (15 mL) was added sodium hydride (60% dispersion in mineral oil, 261 mg, 6.8 mmol). After the initial gas evolution had ceased, the reaction was allowed to stir for 15 minutes. Tetra-n-butylammonium iodide (227 mg, 0.6 mmol) was then added followed by addition of 2-chloro-5-chloromethyl thiazole prepared above. The mixture was heated to reflux for 1 hour. After cooling, the reaction was carefully neutralized with cold saturated sodium bicarbonate (10 mL) and extracted with ethyl acetate (2 x 20 ml_). The organic layers were combined, dried over anhydrous sodium sulfate, filtered and the solvent removed under reduced pressure to provide a dark oil. Flash chromatography (silica gel; 5%-10% ethyl acetate in hexanes) provided (2-chloro-thiazol-5-ylmethyl)-(4-fluorophenyl)-carbamic acid terf-butyl ester as a yellow oil (1.5 g, 4.4 mmol).

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, tert-Butyl (4-fluorophenyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; WYETH; WO2008/73461; (2008); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics