Amides-buliding-blocks

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

Reference of 141449-85-6, A common heterocyclic compound, 141449-85-6, name is tert-Butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate, molecular formula is C11H20N2O2, 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.

According to Synthetic Method 2: 2-bromo-4-methylthiazole-5-carboxylic acid ethyl ester (2.592 g, 10.36 mmol),Hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylic acid tert-butyl ester (2.000 g, 9.42 mmol), sodium carbonate (2.51 g, 23.6 mmol) and acetonitrile (40 mL) were added to a 100 mL reaction flask The reaction was carried out under reflux at 80 C for 4 hours.The reaction was completed by TLC and the reaction was stopped. Cool to room temperature, spin dry, purified by silica gel column ( petroleum ether / ethyl acetate (v / v) = 3 / 1), concentrated and dried to give the title compoundThe material was a pale yellow solid (2.70 g, yield: 75.1%).

The synthetic route of 141449-85-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jin Chuanfei; Xu Tengfei; Zhang Yingjun; Xue Yaping; (33 pag.)CN109956945; (2019); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 201162-53-0, name is 3-Boc-3,8-Diazabicyclo[3.2.1]octane, This compound has unique chemical properties. The synthetic route is as follows., Safety of 3-Boc-3,8-Diazabicyclo[3.2.1]octane

tert-butyl 3,8- diazabicyclo[3.2.ljoctane-3-carboxylate (500 mg, 2.36 mmol) was dissolved in methanol (9 ml) for the addition of hydrochloric acid (4 M in dioxane, 2.95 mL, 11.8 mmol). The reaction mixture was stirred 16 h, then concentrated in vacuo and dried under high vacuum to afford the title compound (0.44 g, 2.38 mmol) in quantitative yield. LCMS MZ (M+H) 113.

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 201162-53-0.

Reference:
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian, K.; COTE, Alexandre; CRAWFORD, Terry; DUPLESSIS, Martin; GOOD, Andrew, Charles; LEBLANC, Yves; MAGNUSON, Steven, R.; NASVESCHUK, Christopher, G.; ROMERO, F. Anthony; TANG, Yong; TAYLOR, Alexander, M.; (271 pag.)WO2016/138114; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 6228-73-5, name is Cyclopropanecarboxamide, 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. SDS of cas: 6228-73-5

Step 1 : 4-(Chloromethyl)-2-cyclopropylthiazole[0174] To a slurry of cyclopropanecarboxamide (10 g, 0.12 mol) in MTBE (150 rnL) was charged P2S5 (5 g, 12 mmol). The mixture was heated to 100 0C for 2 h (monitored by TLC, EtOAc/hexane 1 :1) and cooled to room temperature. Supernatant was decanted and concentrated to afford the intermediate thioamide (6 g, 56%) as a light yellow solid. MS (ES) m/z 102.1 (M+ H+)). This was suspended in acetone (100 mL) and charged with 1,3- dichloroacetone (7.0 g, 0.055 mol). The mixture was heated to reflux for 8 h (monitored by TLC, EtOAc/hexane 1 :1), cooled to room temperature and concentrated. The residue was purified by silica gel chromatography using 2 to 10% EtOAc in hexane to afford the title compound (8.0 g, 79%) as a light brown oil. 1H NMR (400 MHz, CDCl3) delta 7.02 (s, IH), 4.62 (s, 2H), 2.32 (m, IH), 1.16 (m, 2H), 1.05 (m, 2H). MS (ES) m/z 174.1 (M+ H+).

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

Reference:
Patent; CHEMOCENTRYX, INC.; CHEN, Xi; FAN, Pinchen; GLEASON, Mark, M.; JAEN, Juan, C.; LI, Lianfa; MCMAHON, Jeffrey, P.; POWERS, Jay; ZENG, Yibin; ZHANG, Penglie; WO2010/54006; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 1012884-46-6,Some common heterocyclic compound, 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, molecular formula is C17H12ClNO2, 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.

Magnesium metal turnings (10 g) were added to a suspension of 11-chloro-2-methyl-2,3-dihydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrol-1-one (7 g) in methanol (50 mL). The reaction mixture was slowly heated to refluxing temperature. Brisk effervescence was observed. The reaction mixture was cooled to control the reaction and again refluxed for about 2 hours. The reaction mass was diluted with methanol (30 mL), further refluxed for about 30 minutes, cooled to ambient temperature, slurried in water (150 mL) and filtered. pH of the filtrate was adjusted to 1-2 by adding concentrated hydrochloric acid. A clear solution was obtained. The solution was extracted with ethyl acetate (3x50mL) followed by washing with water (3×50 mL). Ethyl acetate was recovered to obtain a mixture of diastereomers as brown oil (4.6 g) followed by separation of the two isomers using silica gel column chromatography eluting with ethyl acetate-hexane mixture. cis-isomer: 50% trans-isomer 9%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 11-Chloro-2-methyl-2,3-dihydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrol-1-one, its application will become more common.

Reference:
Patent; RANBAXY LABORATORIES LIMITED; ARYAN, Ram Chander; MISHRA, Anamika; NAIDU, Pudi, Giri, J.; SHARMA, Ramnik; WO2013/11461; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 79722-21-7, name is tert-Butyl benzyloxycarbamate, 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. Computed Properties of C12H17NO3

General procedure: Nucleophile (1-3 mol equiv), tris-(dibenzylideneacetone)dipalladium (2.5 mol %), tris-(2-furyl)phosphine (10 mol %) and potassium carbonate (2 mol equiv) were added to a solution of the aryl halide (1 mmol) in dry dimethylformamide (10 mL) in a Schlenk tube. The reaction mixture was then degassed using the freeze, pump, thaw (F.P.T.) technique (one cycle). Allene gas was then introduced at the required pressure (1 atm) and the Schlenk tube contents stirred and heated at 80 C for 16 h. After cooling and venting, DCM (20 mL) was added and the mixture filtered to remove inorganic salts. The filtrate was concentrated in vacuo and the residue was purified by column chromatography.

The synthetic route of tert-Butyl benzyloxycarbamate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Elboray, Elghareeb E.; Gao, Chuanjun; Grigg, Ronald; Tetrahedron; vol. 68; 14; (2012); p. 3103 – 3111;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 169556-48-3, name is N-Boc-DL-valinol, 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 169556-48-3, SDS of cas: 169556-48-3

General procedure: An aldehyde (30 mmol), Zn(OTf)2 (13 mg, 35 mmol), and (N-Chloroethyl)morpholine HCl 6.5 mg, 35 mmol) were added to a 1dram vial. The dry solvent, acetonitrile (1mL), was added to the vial. Afterwards dipicolylamine (7 muL 35 mmol) was added to the vial and the vial was sonicated. Once the solution was transparent molecular sieves were added to the solution along with the respective alcohol (175 mmol). The assemblies were incubated for 16 h at room temperature in the dark.

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Reference:
Article; Minus, Matthew B.; Featherston, Aaron L.; Choi, Sooyun; King, Sam C.; Miller, Scott J.; Anslyn, Eric V.; Chem; vol. 5; 12; (2019); p. 3196 – 3206;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 121492-06-6,Some common heterocyclic compound, 121492-06-6, name is N-Boc-(2-Aminoethyl)-N-methylamine, molecular formula is C8H18N2O2, 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 mixture of tert-butyl 2-aminoethyl(methyl)carbamate (17.68 mg, 0.101 mmol), Hunig’sBase (0.053 mL, 0.304 mmol) and DMAP (1.240 mg, 10.15 muiotaetaomicron) in DCM (1 mL) was added methyl 4-((lR,3aS,5aR,5bR,7aR,l laS,l lbR,13aR,13bR)-3a- (chlorocarbonyl)-5a,5b,8,8,l la-pentamethyl-l-(prop-l-en-2-yl)- 2,3,3a,4,5,5a,5b,6,7,7a,8,l l,l la,l lb,12,13,13a,13b-octadecahydro-lH- cyclopenta[a]chrysen-9-yl)benzoate (60 mg, 0.101 mmol) in DCM (1 mL). The reaction mixture was stirred for 1 hour. LCMS indicated the formation of desired product. The reaction mixture was quenched with distilled water, extracted with DCM (3 x 3 mL). All the extracts were combined, dried over sodium sulfate, filtered and concentrated under reduced pressure to provide the desired product as white solid (65 mg, 88%). LCMS: m/e 729.61 (M+H)+, 2.72 min (method 1).

The synthetic route of 121492-06-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; REGUEIRO-REN, Alicia; LIU, Zheng; SWIDORSKI, Jacob; MEANWELL, Nicholas A.; SIT, Sing-Yuen; CHEN, Jie; CHEN, Yan; SIN, Ny; WO2011/153319; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 116861-31-5, These common heterocyclic compound, 116861-31-5, name is tert-Butyl (3-chloropropyl)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.

EXAMPLE 1 5-[(tert-butoxy)carbonyl]amino-2-ethoxycarbonyl-pentanoic acid ethyl ester (I: R1 =R2 =Et; R=–(CH2)3 –NHY; Y=Boc) Sodium metal (2.5 g, 0.1 mol) is dissolved in absolute ethyl alcohol (70 ml) while keeping the reaction mixture under nitrogen atmosphere. The temperature is then brought to 60 C. and malonic acid di-ethyl ester (35 g, 0.2 mol) is gradually dripped in. N-[(tert-butoxy)carbonyl]-3-chloro-propylamine (12.2 g, 0.1 mol) is gradually added, at room temperature, to the resulting solution. Stirring is continued at room temperature for 2 hours and then at the reflux temperature for 6 hours. The reaction mixture is poured into an ethyl acetate/water (1/1, v/v) mixture (400 ml) and the organic phase is recovered, washed several times with water and dried over MgSO4. The organic solvent is removed under vacuum (0.5 mBar) at 100 C., yielding a pale yellow oil (27.7 g, 87%), N.M.R. analysis of this product confirms the assigned structure.

The synthetic route of 116861-31-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eniricerche S.p.A.; Sclavo S.p.A.; US4914226; (1990); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 2675-89-0, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 2675-89-0 as follows.

To a suspension of NaH (344 mg, 60% dispersion in mineral oil) in THF (17 mL) was added allyl alcohol (2) (500 mg, 8.6 mmol) at 0 C. After 1 h at the same temperature, chloroacetamide 1 (0.97 mL, 9.5 mmol) was added and the mixture was stirred for 24 h. The mixture was quenched with saturated aqueous NH4Cl and concentrated at reduced pressure. The resulting residue was dissolved in EtOAc and washed with water and brine. The organic layer was dried over anhydrous MgSO4 and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (hexanes/EtOAc, 3:1) to give 6a (1.05 g, pale yellow oil) in 85% yield.

According to the analysis of related databases, 2675-89-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yun, Jeong In; Kim, Hyoung Rae; Kim, Sang Kyum; Kim, Deukjoon; Lee, Jongkook; Tetrahedron; vol. 68; 4; (2012); p. 1177 – 1184;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics