Tag: M.W=100-200

Electric Literature 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

Reference 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 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: 6274-22-2, name is 4-Amino-N-methylbenzamide, 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 6274-22-2, Recommanded Product: 6274-22-2

Thiophosgene (1.13 ml, 1.1 eq) is added dropwise to a solution cooled down to 0 C., of 4-amino-N-methylbenzamide (2 g, 1 eq) and triethylamine (5.6 ml, 3 eq) in tetrahydofuran (260 ml). The mixture is stirred for 30 minutes at 0 C. then the cold bath is removed and stirring is continued for another 30 minutes. Water (100 ml) and diethyl ether (250 ml) are added to the mixture. After decantation and extractions, the organic phases are combined, washed with salt water, dried over Na2SO4 then concentrated under reduced pressure at 40 C. The solid obtained is recrystallized from a dichloromethane/petroleum ether mixture (2.2 g; 86% yield). NMR (1H, 400 MHz, DMSO-d6): delta 2.77 (d, 3H), 7.51 (AB, 2H), 7.88 (AB, 2H), 8.52 (m, 1H).

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

Reference:
Patent; Poitout, Lydie; Brault, Valerie; Sackur, Carole; Roubert, Pierre; Plas, Pascale; US2006/173036; (2006); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 2832-19-1, name is 2-Chloro-N-(hydroxymethyl)acetamide, molecular formula is C3H6ClNO2, 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. Recommanded Product: 2832-19-1

Cresol was reacted with a-bromoisobutyric acid in the presence of NaOH to give acid 1, which was then amidomethylated using N-hydroxymethyl chloroacetamide inHOAc/H2SO4 to afford acid-amide 2. The amide was alcoholyzed in ethanol using HCI gas with concomitant ester formation to give the desired product Intermediate f. Intermediate f and Intermediate e were coupled together to form a compound of Example 1 in a manner similar to that described for the alternative route to Example 1 above.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2832-19-1, its application will become more common.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/49578; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 758-96-3, name is N,N-Dimethylpropionamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C5H11NO

General procedure: To a stirred solution of 46 (800 mg, 2.71 mmol) in THF (20 mL) was slowly added n-BuLi (1.58 mol/L in n-hexane; 3.90 mL, 6.16 mmol) at -78 C under an argon atmosphere. After stirring for 1 h at the same temperature, N,N-dimethylpropionamide (0.890 mL, 8.10 mmol) was added in one portion at -78 C and the reaction mixture was allowed to gradually warm to room temperature over 3 h. The reaction was quenched with satd NH4Cl aq and the resulting mixture was extracted with EtOAc. The organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by silica gel column chromatography (CHCl3) to give 47 (342 mg, 1.26 mmol, 46%) as a white solid.

The synthetic route of 758-96-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ochiai, Koji; Takita, Satoshi; Eiraku, Tomohiko; Kojima, Akihiko; Iwase, Kazuhiko; Kishi, Tetsuya; Fukuchi, Kazunori; Yasue, Tokutaro; Adams, David R.; Allcock, Robert W.; Jiang, Zhong; Kohno, Yasushi; Bioorganic and Medicinal Chemistry; vol. 20; 5; (2012); p. 1644 – 1658;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 98-18-0, name is 3-Aminobenzenesulfonamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 98-18-0

A solution of 3-aminobenzenesulfonamide (271.9 mg, 1.58 mmol), 4,5- dichloro-2-fluoro-benzoic acid (300 mg, 1.43 mmol), and HATU (654.8 mg, 1.72 mmol) in DMF (3.12 mL) was treated with N-methylmorpholine (315.5 mu, 2.87 mmol) and stirred at 40 °C for 16 hours. The reaction was diluted with ethyl acetate and water and the organic layer separated. The organic layer was washed with 1 N HCl, water (3 x 50 mL), and brine, then dried over Na2S04, filtered, and concentrated. The residue was slurried in dichloromethane to form a white precipitate. The precipitate was filtered and washed with dichloromethane to provide 4,5-dichloro-2-fluoro-N-(3-sulfamoylphenyl)benzamide (422 mg, 81percent) as a white powder. 1H NMR (400 MHz, DMSO-d6) delta 10.85 (s, 1H), 8.32 – 8.25 (m, 1H), 8.03 (d, J = 6.7 Hz, 1H), 7.93 (d, J = 9.5 Hz, 1H), 7.83 (dt, J = 6.8, 2.2 Hz, 1H), 7.64 – 7.52 (m, 2H), 7.42 (s, 2H) ppm. ESI-MS m/z calc. 361.96948, found 364.7 (M+l)+; Retention time: 1.4 minutes (3 minutes run).

The synthetic route of 98-18-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; HADIDA-RUAH, Sara Sabina; ANDERSON, Corey; TERMIN, Andreas P.; BEAR, Brian Richard; ARUMUGAM, Vijayalaksmi; KRENITSKY, Paul; JOHNSON, James Philip; WO2015/10065; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 6274-22-2, name is 4-Amino-N-methylbenzamide, 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. Formula: C8H10N2O

Example 27; 4-({4-[(1 ,1 -Dimethylethyl)amino]-1 W-pyrrolo[2,3-d]pyrimidin-2-yl}amino)-lambda/-met hylbenzamide trifluoroacetate; lambda/-(1 J-dimethylethyl)-2-iodo-7-[(4-methylphenyl)sulfonyl]-7/-/-pyrrolo[2,3-c(]pyrimidin- 4-amine (O.betammol) was dissolved in DMF (16ml). Bis(dibenzylideneacetone) palladium (10mol%, Aldrich), 2-dicyclohexylphosphino-2′-(lambda/,lambda/-dimethylamino) biphenyl (15mol%), cesium carbonate (0.3mmol) and 4-amino-lambda/-methylbenzamide (0.15mmol) were combined with an aliquot of this solution (2ml). The reaction was heated at 800C for 2h, allowed to cool, filtered through Celite and concentrated. The reaction was dissolved in methanol (1.5ml), treated with sodium methoxide in methanol (0.5M, 500mul), stirred at 700C for 2h and left to stand at room temperature overnight. The reaction was heated for a further 5h, concentrated and purified using MDAP. The fractions containing product were evaporated to dryness to give title compound (3mg). LC/MS; Rt 2.58min, MH+ 339.

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

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/42298; (2007); 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, Quality Control of 2-Chloro-N-methylacetamide

4-(BOC-amino)pirhoeridine hydrochloride (1.06 g) was partitioned between DCM (75 ml) and saturated aqueous Na2CO3 solution (75 ml). The aqueous layer was separated and extracted with DCM (50 ml). The organic layers were combined, dried over MgSO4, filtered and concentrated in vacuo. The resulting white powder was dissolved in dry DMF (20 ml) under nitrogen and to this mixture was added Na2CO3 (617 mg) and 2- chloro-JV-methylacetamide (626 mg). The reaction mixture was stirred at room temperature for 24 hours. Water (80 ml) was added and the mixture was extracted with DCM (2 x 100 ml). The organic layers were combined, dried over MgSO4, filtered and concentrated in vacuo. The residue was suspended in dry MeOH (10 ml) under nitrogen and to it was slowly added 2N HCl in Et2O (10 ml). The mixture was stirred at room temperature for 5 hours. The solvent was removed in vacuo and the residue was triturated in Et2O to afford the title compound as a white solid (1.2 g, 94%). LCMS 172 [M+H]+ (free base), RT 0.29 min. 1H NMR 300 MHz (d6-DMSO) 10.30-10.10 (1H, m, br), 8.80- 8.30 (4H, m, br), 4.00-3.70 (3H, m, br), 3.60-3.00 (4H, m), 2.55 (3H3 s, br), 2.20-1.80 (4H, m).

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; CELLTECH R & D LIMITED; WO2006/38001; (2006); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 24167-52-0,Some common heterocyclic compound, 24167-52-0, name is 3-Chloro-N,N-dimethylbenzamide, molecular formula is C9H10ClNO, 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.

N’-cyanobenzimidamide (16.8 g, 115 mmol)And Compound 1-2 (21 g, 115 mmol) and phosphorous oxychloride (12 mL, 128 mmol) was dissolved in 500 mL of acetonitrileAnd the mixture was refluxed with stirring for 1 hour.After cooling to room temperature, the resulting solid was filtered,Washed with water and ethanol, and dried to give Compound 1-3. (27.6 g, 80% yield)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloro-N,N-dimethylbenzamide, its application will become more common.

Reference:
Patent; LG Chem, Ltd.; Cho Seong-mi; Lee Jeong-ha; Lee Dong-hun; Park Tae-yun; Moon Jeong-uk; Jeong Min-u; (39 pag.)KR2018/55688; (2018); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics