Tag: M.W=100-200

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. 71510-95-7, name is Ethyl 3-(methylamino)-3-oxopropanoate, A new synthetic method of this compound is introduced below., Formula: C6H11NO3

In the reaction bottle to the drying of, sequentially metal catalyst calls into Yb (OTf)3(0.02mol), chiral ligand L-PiMe2(0.02mol), P-cinnamoyl -3,5 dimethyl pyrazole (0.2mol), replace the nitrogen 3 times, by adding 300 ml of methylene chloride in 35 C activation under 20 min, sequentially adding a single amide (0.2mol) and Et3N (0.2mol), for 30-50 C reaction under 60-80 hours, the reaction solution is washed with dilute hydrochloric acid, concentrated dry, with petroleum ether/ethyl acetate to obtain crystallization 51g of products of catalysis, the yield is 87%, HPLC purity is 94.65%, ee99 . 12%, product HPLC spectrogram as shown in Figure 2.

The synthetic route of 71510-95-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang Jiuzhou Pharmaceutical Co., Ltd.; Feng, Xiaoming; Zhang, Yu; Liu, Xiaohua; Yao, Gan; Lin, Lili; Zhu, Guoliang; (14 pag.)CN105418502; (2016); A;,
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. 89976-75-0, name is 6-Amino-2H-1,4-benzoxazin-3(4H)-one, A new synthetic method of this compound is introduced below., Quality Control of 6-Amino-2H-1,4-benzoxazin-3(4H)-one

Example No. 26Preparation of 6- ( (5- (3 , 4 -dimethoxyphenyl) -IH-pyrazolo [4 , 3 – d] pyrimidin-7-yl) amino) -2H-benzo [b] [1 , 4] oxazin-3 (4H) -one 7-chloro-5- (3 , 4 -dimethoxyphenyl) -2- (4-methoxybenzyl) -2H- pyrazolo [4 , 3-d] pyrimidine (0.16 mmol) and 6-amino-2H- benzo [b] [1 , 4] oxazin-3 (4H) -one (0.3 mmol 2 eq. , ) were suspended in eOH (dry, 3mL) in a microwave vial (2-5mL) , HC1 in dioxane (4M, 3 drops) was added. The reaction mixture was irradiated in a microwave reactor for 5 min at 140°C. The reaction mixture was evaporated and used without further purification. The residue was dissolved in TFA (3mL) . The reaction mixture was irradiated in a microwave reactor for 5 min at 140°C. The reaction mixture was concentrated and purified by semi- preparative HPLC-MS and freeze dried from water/t-BuOH 4/1. exact mass: 418.1621 g/molHPLC-MS: analytical method Art: 2.218 min – found mass: 419 (m/z+H)

The synthetic route of 89976-75-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ORIGENIS GMBH; ALMSTETTER, Michael; THORMANN, Michael; TREML, Andreas; TRAUBE, Nadine; WO2012/143144; (2012); 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. 4424-80-0, name is 4,5-Dihydro-1H-benzo[b]azepin-2(3H)-one, A new synthetic method of this compound is introduced below., Formula: C10H11NO

To a solution of 1B (4.89 g, 30 mmol) in acetic acid (90 mL) was added dropwise a solution of bromine (9.6 g, 60 mmol) in acetic acid (20 mL) over 15 min. The mixture was stirred at rt for 6 h, and the resulting precipitate was collected and washed with additional HOAc. The desired product was recrystallized from MeOH/H2O as an off-white solid (4.78 g, 66%). LC/MS m/z 240 (M+H)+.

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; Bristol-Myers Squibb Company; US2007/93470; (2007); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 513-74-6, name is Ammonium carbamodithioate, 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 513-74-6, HPLC of Formula: CH6N2S2

Step 89.2: Ammonium dithiocarbamate (208 mg, 1.89 mmol) and 72 (X = Br) (200 mg, 0.63 mmol) in anhydrous MeOH (10 mL) was stirred for 10 mins. The resulting cream precipitate was collected by filtration, resuspended in acetic acid (10 mL) and refluxed for 1 hr. The reaction was cooled to room temperature and diluted with ice cold water. The resulting green precipitate was collected by filtration, redissolved in (CH2CI2:Me0H 95:5, 100 mL) and dried (Na2SO4). The pale green solution was concentrated in vacuo to give 4-(5-bromopyrazolo[1 ,5-a]pyridin-3-yl)thiazole-2(3/-/)-thione (73: X = Br) (136 mg, 70 percent) that is stored in the freezer. 1H NMR delta (400 MHz, d6-DMSO) 13.59 (br s, 1 H), 8.74 (d, J 7.3 Hz, 1H1), 8.51 ( s, 1 H ), 8.22 (d, J 1.8 Hz, 1H), 7.27 (s, 1 H1), 7.19 (dd, J 7.3, 2.1 Hz, 1 H). LCMS (APCI+) 312 (MH+ with 79Br, 100percent), 314 (MH+ with 81Br, 100percent).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ammonium carbamodithioate, and friends who are interested can also refer to it.

Reference:
Patent; AUCKLAND UNISERVICES LIMITED; WO2009/8748; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 915087-25-1, The chemical industry reduces the impact on the environment during synthesis 915087-25-1, name is 4-Amino-2-fluoro-N-methylbenzamide, I believe this compound will play a more active role in future production and life.

Synthesis of 3,5-dideutero-4-amino-2-fluoro-N-methyl benzamide (compound 22) Into a suspension of compound 5 (1 g, 5.95 mmol) in heavy water (10 mL) concentrated hydrochloric acid (0.5 mL, 6.00 mmol) was added, thereby forming the heavy water solution of the hydrochloride salt of compound 5. The mixture was heated to 125 C. by microwave, and reacted for 30 min. Then the reaction solution was adjusted to alkaline with 1 M NaOH aqueous solution, and white solid precipitated. The solid was filtered and washed with water (20 mL*3), dried in an oven to give compound 22 as a white solid (0.80 g, 79.0% yield). 1H NMR (CDCl3, 400 MHz): delta (ppm) 7.92 (1H, d, J=8.8 Hz), 6.62 (1H, s), 4.10 (2H, s), 2.99 (3H, s).

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; HC PHARMACEUTICAL CO., LTD.; Chen, Yuanwei; US2014/371284; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 142-26-7, name is N-Acetylethanolamine, 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 142-26-7, Recommanded Product: N-Acetylethanolamine

EXAMPLE 11 2-(Acetylamino)-9(Z)-octadecenoate, 15 To a solution of 1.0 g of oleoyl chloride in 10 ml of tetrahydrofuran was added a solution of 0.42 g of N-acetyl ethanolamine and 2 ml of triethylamine in 15 ml of tetrahydrofuran. This mixture was stirred for 12 hours, then poured into water and extracted with ether. The ether extract was washed with 2N hydrochloric acid and brine, then dried and evaporated. The residual yellow oil was purified by flash chromatography, eluding with hexane:ethyl acetate (2:1), giving 0.32 g of the desired product as a pale 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, N-Acetylethanolamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; American Cyanamid Company; US5053426; (1991); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 5466-88-6,Some common heterocyclic compound, 5466-88-6, name is 2H-1,4-Benzoxazin-3(4H)-one, molecular formula is C8H7NO2, 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 stirred solution of 4H-Benzo[1,4]oxazin-3-one (2.5 g, 16.77 mmol) in DMF (10 mL) was added potassium tert-butoxide (2.81 g, 25.16 mmol) at 0 C. After stirring for 5 min, methyl iodide (3.54 g, 25.16 mmol) was added and the reaction mixture was stirred for another 3h. The reaction was quenched by addition of water and extracted with ethyl acetate (30 x 2 mL). The organic layer was washed with water (20 mL), and evaporated to get a crude product 2.2 g.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2H-1,4-Benzoxazin-3(4H)-one, its application will become more common.

Reference:
Patent; NOVARTIS AG; BEBERNITZ, Gregory, Raymond; BOCK, Mark, G.; REDDY, Dumbala Srinivas; HAJARE, Atul Kashinath; VYAVAHARE, Vinod; BHOSALE, Sandeep Bhausaheb; KURHADE, Suresh Eknath; SALUNKHE, Videsh; SHAIKH, Nadim, S.; BHUNIYA, Debnath; PALLE, P., Venkata; FENG, Lili; LIANG, Jessica; WO2011/48112; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 37045-73-1, name is 3-(Methylsulfonamido)aniline, 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 37045-73-1, category: amides-buliding-blocks

Under nitrogen or argon, 0.4 mmol, 0.2mmol, Ir(ppy) 3(2mg) and DMF1 ml was added to the reaction flask, followed by blue LED lights(7W) at room temperature irradiation straight trivalent iodine reagent completeconversion of the reaction. Add 10 ml of saturated Na 2CO 3Aqueous solution, andextracted three times with ethyl acetate, the organic layer was washed with water andonce with saturated brine, dried over anhydrous Na 2SO 4The organic layer was dried.Column chromatography (eluent: petroleum ether 60-90: ethyl acetate = 10: 1-5: 1) to Ethyl acetate = 10: 1-5: 1) to give the product , S; Yield 43%.Rate of 19%.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Nanjing University; Zhu, ChengJian; Xie, jin; Xu, Pan; (13 pag.)CN103553857; (2016); B;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 6919-61-5, A common heterocyclic compound, 6919-61-5, name is N-Methoxy-N-methylbenzamide, molecular formula is C9H11NO2, 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 solution of 5.0g (25.4 mmol) of tetaut-butyldimethyl-pent-4-ynylochiy-silane (prepared by the method of Koseki, Y.; Sato, H.; Watanabe, Y.; Nagasaka, T. Org. Lett. 2002, 4, 885-888) in 10OmL of THF at -78C under an atmosphere of N2 was added dropwise 10.2 mL (25.4 mmol) of 2.5 M nBuLi in hexane. After stirring for Ih at that temperature, 4.0 g (24.2 mmol) of N-methoxy-N-methyl benzamide (2-1) in 20 mL of THF was added, the cooling bath was removed, and stirring was continued for 3h at room temperature. The reaction was quenched with saturated aqueous NH4Cl, extracted with 2 x EtOAc, washed with brine, dried over Na2SO4, and concentrated. The crude material was loaded onto a 4Og silica gel cartridge and eluted with a gradient of 0 to 55% EtOAc in hexanes over 25 minutes to provide 6.3g (20.9 mmol, 87%) of the propargylic ketone (2-2) as a pale yellow oil. To a suspension of 2.2g (10.7 mmol) of CuBrOMS in 30 mL of THF at -78C was added 10.7 mL (21.4 mmol) of a 2.0 M solution of PhLi in dibutylether. After stirring for 1.5h, 2.7g (8.9 mmol) of the above prepared ketone 2-2 in 5mL of THF was added, and the mixture was allowed to stir for an additional 3h at -78C, and warmed to 00C for 15 minutes before being quenched with saturated aqueous NH4Cl. The mixture was partitioned with EtOAc, the layers were separated, the aqueous was extracted with 2 x EtOAc, the organics were combined, washed with brine, dried over Na2SO4, and concentrated. The crude material was loaded onto a 4Og silica gel cartridge and eluted with a gradient of 0 to 25% EtOAc in hexanes to provide 2.89g (7.6 mmol, 85%) of 2-3 as a yellow oil; NMR analysis indicated that there was a 1.1:1 mixture of E:Z isomers. Careful separation of a fraction of this material provided the pure isomers, whose identities were determined by ID NOE analysis. Data for 2-3-(E) (first to elute): 1HNMR (500 MHz, CDCl3) delta 8.0 (m, 2H), 7.6 – 7.4 (m, 8H), 7.1 (s, IH), 3.7 (t, J = 6.3 Hz, 2H), 3.1 (m, 2H), 1.75 (m, 2H), 0.9 (s, 9H), 0.01 (s, 6H) ppm. Data for 2-3-(Z) (second to elute): 1HNMR (500 MHz, CDCl3) delta 7.8 (m, 2H) 7.45 (m, IH), 7.35 (m, 2H), 7.25 – 7.1 (m, 5H), 6.7 (s, IH), 3.65 (t, J = 6.3 Hz, 2H), 2.65 (t, J = 7.6 Hz, 2H), 1.7 (m, 2H), 0.9 (s, 9H), 0.05 (s, 6H) ppm. Data for mixture 2-3: HRMS (ES) calc’d M + H for C24H32O2Si: 381.2245. Found: 381.2251

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; MERCK & CO., INC.; WO2006/7501; (2006); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 122334-37-6, 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. 122334-37-6, name is 4-Chloro-N-methoxy-N-methylbenzamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A -78 0C solution of 3-iodo-l -(6-methyl-pyridin-2-ylmethyl)-l H-quinolin-4-one (113 mg, 0.3 mmol, 1 equiv) in 3 mL of THF was treated with 1.65 mL of isopropyl magnesium chloride (1.1 equiv) for 2 hours. Then 4-chloro-N-methoxy-N-methyl- benzamide (46 muL, 1.2 equiv) was added and stirring continued at rt for 2 hours. The reaction was quenched by slow addition of saturated aqueous solution OfNH4Cl. Standard workup followed by HPLC purification gave 3-(4-chloro-benzoyl)-l-(6-methyl-pyridin-2-ylmethyl)- 1 H-quinolin-4-one. LCMS (ES) M+H 389.1

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

Reference:
Patent; CHEMOCENTRYX, INC.; WO2007/59108; (2007); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics