Category: amides-buliding-blocks

Adding some certain compound to certain chemical reactions, such as: 121492-06-6, name is N-Boc-(2-Aminoethyl)-N-methylamine, 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 121492-06-6. 121492-06-6

To a stirred solution of 135 1-fluoro-4-nitrobenzene (1.0 g, 7.09 mmol, 1.0 eq) and 552 tert-butyl (2-aminoethyl)(methyl)carbamate (1.36 g, 7.79 mmol, 1.1 eq) in 47 DMF (20 mL) was added 64 K2CO3 (1.96 g, 14.18 mmol, 2.0 eq) at rt. The resulting mixture was stirred at 90 C. for 12 h. The progress of reaction was monitored by LCMS. The reaction mixture was poured into ice cold 7 water (100 mL), stirred for 5 min, formation of precipitates was observed, which was filtered and dried under vacuum to afford the desired compound, 553 tert-butyl methyl(2-((4-nitrophenyl)amino)ethyl)carbamate (1.72 g, 82.29%) as a yellow solid. (0586) LCMS: 296.1 [M+1]+

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 N-Boc-(2-Aminoethyl)-N-methylamine.

Reference:
Patent; giraFpharma LLC; Chakravarty, Sarvajit; PHAM, Son Minh; Kankanala, Jayakanth; AGARWAL, Anil Kumar; PUJALA, Brahmam; SONI, Sanjeev; ARYA, Satish K.; PALVE, Deepak; KUMAR, Varun; (360 pag.)US2019/106436; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

711007-44-2, These common heterocyclic compound, 711007-44-2, name is 2,3-Diaminobenzamide, 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.

Eine Loesung von 200 g (1,11 mol) 2,3-Diaminobenzoesaeureethylester in 1500 ml 1-Butanol wurde bei Raumtemperatur vorsichtig mit 400 ml Hydrazinhydrat versetzt. Die Mischung wurde 15 Stunden auf 100C erwaermt. Anschliessend wurde der Ansatz auf ein Drittel des Volumens eingeengt. Diese Loesung wurde langsam zu einer Suspension von ca. 200 g Raney-Nickel in 500 ml Wasser und 1000 ml Dimethylformamid getropft. Die Mischung wurde 2 Stunden auf 100C erwaermt. Nach Abkuehlen auf 10C wurde der Katalysator abgetrennt und das Filtrat im Vakuum eingeengt. Das so erhaltene Oel wurde in 500 ml Methanol geloest und mit Diethylether versetzt. Der Niederschlag wurde abgetrennt und das Filtrat erneut eingeengt. Eine Loesung des erhaltenen Oels in Methanol wurde unter Rueckfluss mit Chlorwasserstoff/iso-Propanol versetzt. Der beim Abkuehlen ausfallende Niederschlag wurde abgesaugt, mit Diethylether aufgeschlaemmt und erneut abgesaugt. Man erhielt 172,2 g des Produktes.

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 711007-44-2.

Reference:
Patent; Abbott GmbH & Co. KG; EP1391457; (2004); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

106984-09-2, A common heterocyclic compound, 106984-09-2, name is tert-Butyl (2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)ethyl)carbamate, molecular formula is C13H27NO6, 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.

Into a 50-mL round-bottom flask, was placed a solution of tert-butyl N-(2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl)carbamate (300.0 mg, 1.02 mmol, 1.00 equiv) in tetrahydrofuran (10 mL), sodium hydride (50.0 mg, 2.08 mmol, 1.20 equiv), 2-bromoacetic acid (141.0 mg, 1.01 mmol, 1.00 equiv). The resulting solution was stirred for 4 h at room temperature. The reaction was then quenched by the addition of water (20 mL). The resulting solution was extracted with ethyl acetate (20 mL*3). The combined organic layers were washed with brine (20 mL*1). The resulting mixture was concentrated under vacuum. This resulted in 310.0 mg (86%) of 14-[[(tert-butoxy)carbonyl]amino]-3,6,9,12-tetraoxatetradecanoic acid as light yellow oil.

The synthetic route of tert-Butyl (2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)ethyl)carbamate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Arvinas, Inc.; Crew, Andrew P.; Crews, Craig M.; Dong, Hanqing; Qian, Yimin; Wang, Jing; (104 pag.)US2017/8904; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

4093-29-2, A common heterocyclic compound, 4093-29-2, name is Methyl 4-acetamido-2-methoxybenzoate, molecular formula is C11H13NO4, 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.

To a 3-neck flask equipped with a mechanical stirrer was charged 250 g (1.12 mol) of 2-methoxy-4-acetylaminobenzoic acid methyl ester followed by 1L of methanol. Agitation was started and 94 mL (3.36 mmol, 3 eq. ) of concentrated sulfuric acid was slowly added creating a slight reflux. The mixture was stirred for 24 hr. The mixture was concentrated in vacuo affording a thick slurry. The slurry was filtered using a Buchner funnel and washed with 300 mL of cold methanol. The filter cake was collected and dried in vacuo at 45 C for 24 hr affording 302 g of 1a as a hemi-sulfate salt in a 96% yield.

The synthetic route of Methyl 4-acetamido-2-methoxybenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SB PHARMCO PUERTO RICO INC; NEUROCRINE BIOSCIENCES INC; WO2005/63755; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 20348-09-8, name is 2H-Pyrido[3,2-b][1,4]oxazin-3(4H)-one, A new synthetic method of this compound is introduced below., 20348-09-8

the step A compound (3.24mmol) was dissolved in 14 ml of N, N- dimethylformamide, then slowly added Bromine(3.56 mmol). At room temperature it wasstirred for 2 hours then water (300 ml) wasadded .the resulting precipitate was collected by filtration then it was washed with water and dried to give 260 mg ofthe title compound.

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; CHIA TAI TIANQING PHARMACEUTICALGROUP CO LTD; Beijing Centaurus Biopharma Technology?Co.,?Ltd.; XIAO, DENGMING; LIANG, ZHI; HU, YUANDONG; HU, QUAN; ZHANG, QINGHUI; HAN, YONGXIN; WANG, HUAN; PENG, YONG; KONG, FANSHENG; LUO, HONG; (60 pag.)CN103130792; (2016); B;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 67442-07-3, name is 2-Chloro-N-methoxy-N-methylacetamide, 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. 67442-07-3

To a solution of bromo pyridine from example 38 (2g, 8. 0mmol) at-78¡ãC, in dry THF (30ml), was added butyllithium (2.5M in hexanes) (3. 5ml 8. 8MMOL), dropwise over 20 minutes. The reaction mixture was stirred for 30 minutes +, HEN 2-chloro-N-methoxy-N-methylacetamide (1.2g, 8. 8MMOL) in dry THF (20ml) was added dropwise keeping the temperature AT-78¡ãC. Stirring was continued for 30 minutes at this temperature before 1 M HCI (aq) (50ml) was added and the reaction mixture warmed to room temperature. The organic layer was separated and the aqueous layer washed with ethyl acetate (56ml). The organic layers were combined then washed with 3M NAOH (aq) (1 OML) and brine (20ml) before being dried over anhydrous magnesium sulphate, filtered and concentrated in vacuo to give crude title compound as a brown oil (1.34g, 5. 4mmol, 67percent). 1H NMR (CDCI3, 400MHZ) 6 : 2.20 (s, 6H), 4.68 (s, 2H), 5.92 (s, 2H), 7.32 (d, 1 H), 8.38 (d, 1 H), 9.16 (s, 1 H). LRMS: m/z 249 (M-H+).

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 67442-07-3.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2004/52372; (2004); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

915087-25-1, A common compound: 915087-25-1, name is 4-Amino-2-fluoro-N-methylbenzamide, belongs to amides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

A mixture of Nu-Methyl-2-fluoro-4-aminobenzamide (Formula 39) (62 mg, 0.37 mmol), cyclopentanone (0.07 mL, 0.74 mmol) and TMSCN (0.1 mL, 0.74 mmol) was heated to 80 0C and stirred for 13 h. To the medium was added ethyl acetate (2 x 20 mL) and then washed with water (2 x 20 mL). The organic layer was dried over MgSO4 and concentrated and the residue was purified with silica gel column chromatography (dichloromethane:acetone, 95:5) to give N-Methyl 2-fluoro-4-(l- cyanocyclopentyl)aminobenzamide (Formula 43) (61 mg, 63%) as a white solid. 1H NuMR delta 7.95 (dd, IH, /= 8.8, 8.8 Hz), 6.65 (br s, IH), 6.59 (dd, IH, /= 8.8, 2.3 Hz), 6.50 (dd, IH, /= 14.6, 2.3 Hz), 4.60 (br s, IH), 2.99 (dd, 3H, /= 4.8, 1.1 Hz), 2.36-2.45 (m, 2H), 2.10-2.18 (m, 2H), 1.82-1.95 (m, 4H). EPO

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, 4-Amino-2-fluoro-N-methylbenzamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; WO2006/124118; (2006); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 24310-36-9, name is 1-(Toluene-4-sulfonyl)-1,2,3,4-tetrahydrobenzo[b]azepin-5-one, I believe this compound will play a more active role in future production and life. 24310-36-9

A solution of compound from Example 1 step a (1.00 g, 0.003 mol) in DMF-DMA (10 mL) was stirred at 100oC for 12 hrs under N2. After cooling to room temperature, the precipitate was collected by filtration and washed by hexane to give the desired compound (900 mg, 77%) as a yellow solid. ESI MS m/z = 371.25 [M+1].

The chemical industry reduces the impact on the environment during synthesis 24310-36-9. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ENANTA PHARMACEUTICALS, INC.; YU, Jianming; SHOOK, Brian, C.; BLAISDELL, Thomas, P.; KIM, In, Jong; PANARESE, Joseph; MCGRATH, Kevin; NEGRETTI-ENMANUELLI, Solymar; OR, Yat, Sun; (301 pag.)WO2017/123884; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

106984-09-2, 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. 106984-09-2, name is tert-Butyl (2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)ethyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of tert-butyl (2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)ethyl)carbamate (10.0 g, 34.1 mmol, Step 1 of Intermediate EN) in anhydrous THF (250 mL) was added sodium hydride (1.63 g, 40.94 mmol, 60% dispersion in mineral oil) in one portion under nitrogen atmosphere. The reaction mixture was stirred at rt for 0.5 h and thereafter it was cooled to 0 C. An 80% solution of 3-bromoprop-1-yne in toluene (5.7 mL, 51.2 mmol) was added dropwise to the reaction mixture at 0 C. over a period of 10 min. The resulting reaction mixture was stirred at 0 C. for 1 h and thereafter it was allowed to warm to rt. The resulting reaction mixture was stirred overnight at rt. Then the reaction mixture was quenched with a small aliquot of methanol (1.6 mL) and concentrated on a rotary evaporator. The obtained crude material was suspended in DCM (100 mL) and was washed with water (2¡Á30 mL) and brine (50 mL). The resulting organic layer was dried over anhydrous sodium sulphate, filtered and concentrated on a rotary evaporator. The obtained crude product was purified by silica gel chromatography (gradient Ethyl acetate/Hexanes) to give the title compound (6.25 g, 55%) as a light yellow viscous liquid.

The synthetic route of 106984-09-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kymera Therapeutics, Inc.; Mainolfi, Nello; Ji, Nan; Kluge, Arthur F.; Weiss, Matthew M.; Zhang, Yi; (1443 pag.)US2019/192668; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

102-93-2, 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. 102-93-2, name is 3-Phenylpropanamide, A new synthetic method of this compound is introduced below.

EXAMPLE 13 4-(2,2-dimethyl-1-oxopropyl)-N-(3-phenylpropionyl)-benzamide A slurry of potassium hydride (from 46 grams of 35% potassium hydride in oil washed three times with hexane)in 50 ml of THF is added with stirring under nitrogen to 20 grams of 3-phenylpropionamide in 350ml of THF. After addition of the hydride is complete, the reaction is allowed to warm to room temperature and is stirred for 30 minutes. The thickened reaction mixture is cooled to 0 to 5 C. and is then added dropwise over 30 minutes to a solution of 30 grams of p-pivaloylbenzoyl chloride in 50 ml of dry THF. The resulting solution is stirred for 15 minutes at 0 to 5 C. and is then quenched with 150 ml of saturated ammonium chloride solution. The THF phase is decanted off, and the aqueous phase is extracted with ethyl acetate. The ethyl acetate extract is combined with the THF phase, dried with magnesium sulfate, filtered, and then evaporated almost to dryness. The resulting solids are triturated with ether, and the white crystals obtained are filtered, washed with ether and dried to yield the title product (m.p. 137-138 C.). When the above process is carried out using in place of the 3-phenylpropionamide, an equivalent amount of:

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; Sandoz Ltd.; US5378728; (1995); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics