Month: February 2021

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. 193751-54-1, name is tert-Butyl cyclopent-3-en-1-ylcarbamate, A new synthetic method of this compound is introduced below., Computed Properties of C10H17NO2

Example 32Synthesis of cis-(6-oxa-bicyclo[3.1.0]hex-3-yl)-carbamic acid tert-butyl ester (IV-2)Solid NaHCO3 (0.0167 mol) and m-CPBA (0.0128 mol) were added in portions to a stirred solution of cyclopent-3-enyl-carbamic acid tert-butyl ester IV-1 (0.0093 mol) in CH2Cl2 (60 mL). The mixture was stirred at 0 C for the first 2 h of the reaction and then allowed to stir for about 48 h at room temperature. Aqueous 20% Na2SO3 (30 mL) was added, and the two layers were separated. The aqueous layer was extracted with CH2Cl2 (20 mL x 3), and the combined organic layers were washed with 20% Na2SO3 (30 mL x 1), 5 % NaHCO3 (30 mL x 1), and water (30 mL x 1 ). The combined organic phase was concentrated in vacuo, and the residue was purified by column chromatography (silica gel, 100% dichloromethane) to give pure product as a colorless oil (64%).

The synthetic route of 193751-54-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NORTHWESTERN UNIVERSITY; SILVERMAN, Richard, B.; JI, Haitao; LAWTON, Graham, R.; WO2008/42353; (2008); A1;,
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Electric Literature of 14719-21-2, 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. 14719-21-2, name is 2,2,2-Trifluoro-N-(prop-2-yn-1-yl)acetamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

step 1: A single jar was charged with compound dG-I (0.25 g, 0.4 mmol) Lmmo 1) and Pd (PPh3) 4 (48 mg; 0.04 mmol) were weighed into a reaction vial, Vacuum, nitrogen protection, wrapped in aluminum, add 10ml DMF, Stirring dissolved, TEA (0. 088 g; 0.8 mmol) and trifluoroacetylpropargylamine (0.2 g; 1.2 mmol) were injected, 50 C stirring 13 hours after the end of the reaction, The residue was dissolved in of ethyl acetate, Washed successively with saturated sodium bicarbonate solution and saturated sodium chloride solution, Dried over anhydrous sodium sulfate, concentrated and purified by column chromatography [V (ethyl acetate): V (n-hexane) = 1: 3] To obtain 0.1 g of a white solid, dG (AP3), in a yield of 39%

The synthetic route of 2,2,2-Trifluoro-N-(prop-2-yn-1-yl)acetamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Jiao Tong University; SHEN, YUMEI; SHAO, ZHIFENG; GONG, BING; LIU, YAZHI; ZHAO, XIAODONG; JIANG, MIN; LI, XIAOWEI; TANG, DAONIAN; WU, XINYAN; (19 pag.)CN103601779; (2016); B;,
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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. 150349-36-3, name is 3-(N-Boc-N-methylamino)propylamine, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H20N2O2

Combined 6-(4-(4-cyanophenyl)-5-hydroxy-lH-pyrazol-l-yl)nicotinic acid (200 mg, 0.65 mmol) HATU (372 mg, 0.98 mmol), and Et3N (198 mg, 1.96 mmol) in DMF (3.0 mL) . The mixture was stirred at room temperature for 0.5 hour, then tert-butyl (3- aminopropyl)(methyl)carbamate (147.39 mg, 0.79 mmol) was added. The mixture was stirred overnight at room temperature. The reaction mixture was purified by preparative HPLC to give tert-butyl (3-(6-(4-(4-cyanophenyl)-5-hydroxy-lH-pyrazol-l- yl)nicotinamido)propyl)(methyl)carbamate (150 mg, 48%).

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; TAKEDA PHARMACEUTICAL COMPANY LIMITED; BROWN, Jason, W.; DAVIS, Melinda; IVETAC, Anthony; JONES, Benjamin; KIRYANOV, Andre, A.; KUEHLER, Jon; LANIER, Marion; MIURA, Joanne; MURPHY, Sean; WANG, Xiaolun; WO2014/160810; (2014); A1;,
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Related Products of 61903-11-5, 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. 61903-11-5, name is 1-(1,4-Diazepan-1-yl)ethanone belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of the product of example Ii (160 mg), JV-acetylhomopiperazine (89 mg), DIPEA (370 muL) and HATU (192 mg) in dichloromethane (5 ml) was stirred at 400C for 1 h. The reaction mixture was diluted with ethyl acetate and washed with an aqueous HCl solution (0.2 M), water and brine. The organic layer was dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by chromatography on silica gel in heptane/ethyl acetate [10/0 ? 8/2 (v/v)] as eluent.Yield: 230 mg; hFSHRago (CHO luc) EC50 = 5.2 nM

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-(1,4-Diazepan-1-yl)ethanone, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; N.V. ORGANON; WO2009/98283; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 96-30-0, name is 2-Chloro-N-methylacetamide, belongs to amides-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 96-30-0, Application In Synthesis of 2-Chloro-N-methylacetamide

The compound prepared in Reference Example 20 (50 mg)In DMF (0.5 mL)Potassium carbonate (33 mg)And tetrabutylammonium iodide(4.4 mg),Subsequently, 2-chloro-N-methylacetamide(25.7 mg) at room temperature.The reaction mixture was stirred at 50 C. overnight.The reaction mixture was diluted with ethyl acetate,Saturated ammonium chloride aqueous solution and water were added,And extracted with ethyl acetate. The obtained organic layer was washed with water,Washed with 20% brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure.The obtained residue was purified by silica gel column chromatography (Yamazen automatic purification device) to obtain the title compound having the following physical property values(51 mg).

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-Chloro-N-methylacetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ono Pharmaceutical Co., Ltd.; Asada, Masaki; Tani, Masaya; Hiroshi, Masaya; Higuchi, Satoru; Fuchibe, Kazuhiro; Oikawa, Rei; Otani, Toru; Takano, Hiroshi; (116 pag.)JP2018/87189; (2018); A;,
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Synthetic Route of 154350-29-5, 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. 154350-29-5, name is Cyclopropanesulfonamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a toluene 85ml solution of (1R, 5S, 6r)-tert- butyl 6- (3-bromophenyl) -6-ethyl-3-azabicyclo [3.1.0] hexane-3-carboxylate8.54g (23.3mmol) obtained in Reference Example 1- (b), under an argonatmosphere, with stirring at room temperature, cyclopropanesulfonamide3.67g (30.3mmol), potassium carbonate 4.51g (32.6mmol), bis (eta3- allyl -mu-chloro palladium) 0.170g (0.465mmol) and tert- butyl XPhos0.600g (1.41mmol)were added, and the mixture was stirred for 1 hour at 110 .After completion of the reaction, water was added to the reaction mixture, andthe mixture was extracted with toluene. The organic layer was dried over anhydrous magnesium sulfate, andconcentrated under reduced pressure. The residue was subjected to silica gelcolumn chromatography (eluent hexane: ethyl acetate = 80: 20 ? 70: 30 (V / V)),and the fractions containing the desired product were concentrated underreduced pressure, and the precipitated solid was sonicated with a solution ofhexane: acetic acid ethyl = 1: 1 (V / V) and stirred, and by filtration, thetitle compound 7.86g as a white solid (83percent yield) was obtained.

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, Cyclopropanesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SANWA KAGAKU KENKYUSHO COMPANY LIMITED; UBE INDUSTRIES,LIMITED; TANIKO, KAORI; MIYAZAWA, TOSHIYUKI; KANEKO, TATSUROH; KURUMAZUKA, DAISUKE; HARADA, SATOKO; IZUCHI, TOHRU; OKABE, MORIO; IWAMURA, RYO; TSUZAKI, YASUNORI; SETOGUCHI, HIROYUKI; IMURA, YUUKI; AKAZA, HIROTO; SHIMIZU, MOTOHISA; KIMURA, TOMIO; (73 pag.)JP5860192; (2016); B2;,
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Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 402-46-0, name is 4-Fluorobenzenesulfonamide, 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. Safety of 4-Fluorobenzenesulfonamide

EXAMPLE 11; Preparation of racemic (2’S, 3S, 4’R)-6-chloro-4′-{5-chloro-2-[1-(4-fluoro-benzenesulfonylaminocarbonyl)-cyclobutoxy]-phenyl}-2′-(5-fluoro-2-methyl-phenyl)-spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione; A solution of racemic (2’S, 3S, 4’R)-6-chloro-4′-[5-chloro-2-(1-hydroxycarbonyl-cyclobutoxy)-phenyl]-2′-(5-fluoro-2-methyl-phenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (50 mg, 0.086 mmol) and CDI (28 mg, 0.17 mmol) in DMF (0.5 mL) was heated at 60 C. for 30 min, and then cooled to root temperature. To this solution was added a mixture of 4-fluoro-benzenesulfonamide (175 mg, 1 mmol) and NaH (40 mg, 60%, 1 mmol) in DMF (1 mL). The resulting mixture was stirred at room temperature for 10 min, purified by prep-HPLC to give the title compound as a white solid (20 mg).

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

Reference:
Patent; Chen, Li; Han, Xingchun; He, Yun; Yang, Song; Zhang, Zhuming; US2009/163512; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 1012884-46-6, 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. 1012884-46-6, name is 11-Chloro-2-methyl-2,3-dihydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrol-1-one belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a mixture of magnesium(19.5 grams) and iodine(0.8 grams) in 1000 ml of methanol was added 40 grams of 1 l-chloro-2,3-dihydro-2-methyl-lH-dibenz[2,3:6,7] oxepino [4,5-c] pyrrol- 1 -one at 25-30C and stirred the reaction mixture for 30 minutes at 25-30C. Heated the reaction mixture to reflux temperature and stirred for 1 hr at reflux. After completion of the reaction, the reaction mixture was cooled to 25-30C and water (400 ml) was added. Adjusted the pH of the reaction mixture to 6.4 by using 20 % dil. HC1 at 10-15C. Ethyl acetate (600 ml) was added to the reaction mixture and stirred for 30 minutes. Both the organic and aqueous layers were separated and the aqueous layer was extracted with ethyl acetate. The organic layers were combined and washed with 10% NaCl solution. Distilled off the solvent completely under reduced pressure. Isopropyl alcohol (120 ml) was added to the obtained residue. The reaction mixture was cooled to 0-5C and stirred for 2 hrs. Filtered the obtained solid, washed with isopropyl alcohol and dried to get the title compound. Yield: 21 grams.

The synthetic route of 11-Chloro-2-methyl-2,3-dihydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrol-1-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MSN LABORATORIES LIMITED; SATYANARAYANA REDDY, Manne; THIRUMALAI RAJAN, Srinivasan; ESWARAIAH, Sajja; MADHU, Elevathingal Nicholas; SATYANARAYANA, Komati; SEETHA RAMA SARMA, Peri; WO2012/38975; (2012); A2;,
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Reference of 146651-75-4, The chemical industry reduces the impact on the environment during synthesis 146651-75-4, name is tert-Butyl (2-aminophenyl)carbamate, I believe this compound will play a more active role in future production and life.

Example 6; Ethyl l-methyl-8-(2-(^-butoxycarbonylaminophenylamino)-4,5-dihydro-lH- pyrazolo[4,3-h]quinazoline-3-carboxylate (A12BlC2Z); Palladium acetate [Pd(OAc)2] (101 mg, 0.45 mmol), (+)-BINAP (280 mg, 0.45 mmol) and dimethylformamide (65 niL) were charged to a round-bottom flask flushed with argon. The flask was evacuated and backfilled with argon. The mixture was stirred under argon for 30 minutes and added to a mixture of 2-(t- butoxycarbonylamino)aniline (2.6 g, 12.5 mmol), ethyl 8-iodo-l-methyl-4,5-dihydro- lH-pyrazolo[4,3-h]quinazoline-3-carboxylate (1.6 g, 4.16 mmol), and potassium carbonate (5.74 g, 41.6 mmol) in dimethylformamide (50 mL). The resulting mixture was stirred at 700C for 6 hours under argon. After cooling to room temperature, the reaction mixture was filtered on a pad of celite. The solvent was concentrated, the crude solid was purified by flash chromatography on silica gel (eluant: hexane/ethyl acetate 60/40) to afford 1.18 g (61% yield) of the title compound. 1H NMR (400 MHz, DMSO- d6) delta ppm 1.32 (t, J=I lambda Hz, 3 H) 1.46 (s, 9 H) 2.84 (m, 4 H) 2.96 (m, 2 H) 4.20 (s, 3 H) 4.30 (q, J= 7.1 Hz, 2 H) 7.12 (m, 2 H) 7.51 (m, 1 H) 7.71 (m, 1 H) 8.38 (s, 1 H) 8.65 (s, 1 H) 8.60 (s, 1 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, tert-Butyl (2-aminophenyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.r.l.; WO2008/74788; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

24036-52-0, name is 6-Bromo-2H-1,4-benzoxazin-3(4H)-one, belongs to amides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 6-Bromo-2H-1,4-benzoxazin-3(4H)-one

6-bromo-3,4-dihydro-2H-benzo[6] [l,4]oxazine (2): To a stirred solution of 6- bromo-2H-benzo[6][l,4]oxazin-3(4H)-one (7 g, 30.8 mmol) in THF (20 mL) was added 1M borane in THF (15.41 mL) at 0 C and stirred for 3 h at reflux temperature. After completion of the reaction, methanol (2 mL) was added to the reaction mixture at 0 C and stirred for 2 h at reflux. After completion of the reaction, cone. HC1 (2 mL) was added to reaction mixture at 0 C and again stirred for 2 h at reflux. The reaction mixture was then neutralized with 2N NaOH solution at 0 C and extracted with ethyl acetate. The combined organic layer was washed with water and brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The crude compound was purified by column chromatography (100-200 mesh silica gel, 15% ethyl acetate in pet. ether as eluent) to afford 2 (3.2 g, 49% yield) as a brown solid. MS m/z (M+H): 214.4

The synthetic route of 24036-52-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CELGENE AVILOMICS RESEARCH, INC.; ALEXANDER, Matthew David; MCDONALD, Joseph John; NI, Yike; NIU, Deqiang; PETTER, Russell C.; QIAO, Lixin; SINGH, Juswinder; WANG, Tao; ZHU, Zhendong; WO2014/149164; (2014); A1;,
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Amide – an overview | ScienceDirect Topics