Month: August 2021

Adding a certain compound to certain chemical reactions, such as: 676371-64-5, name is Methyl 3-((tert-butoxycarbonyl)amino)bicyclo[1.1.1]pentane-1-carboxylate, 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 676371-64-5, SDS of cas: 676371-64-5

To a stirring solution of methyl 3-((tert- butoxycarbonyl)amino)bicyclo[1 .1 1 ]pentane-1 -carboxylate (0.2 g, 0.829 mmol) in THF (3.0 ml_), under nitrogen, in an ice bath was slowly added methylmagnesium bromide (3 M in Et20, 5 ml_, 3.32 mmol). After addition, the reaction mixture was stirred in the ice bath for ~10 min and then at rt for ~30 mins. The reaction was quenched with sat. aq. ammonium chloride and extracted with ethyl acetate. The organic phase was washed with brine, dried over sodium sulfate, filtered, and concentrated under reduced pressure to give crude tert- butyl (3-(2-hydroxypropan-2-yl)bicyclo[1 .1 1 ]pentan-1 -yl)carbamate (187 mg, 0.775 mmol, 93 % yield) as a colorless oil. 1H NMR (400 MHz, CD3SOCD3) d ppm 7.39 (br. s., 1 H), 4.1 1 (s, 1 H), 1 .70 (s, 6 H), 1 .37 (s, 9 H), 1 .03 (s, 6 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, Methyl 3-((tert-butoxycarbonyl)amino)bicyclo[1.1.1]pentane-1-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DEATON, Dave Norman; CADILLA, Rodolfo; (152 pag.)WO2019/116256; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 123986-64-1, 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 123986-64-1 as follows.

General procedure: The solution of (R)-1-(6-(4-(1-(3-hydroxybenzyl)-3-methyl-1H-thieno[2,3-c]pyrazole-5-carbonyl)-2-methylpiperazinmethylpiperazin-1-yl)pyridin-3-yl)ethanone (9b) (0.059 g, 120 mumol) in THF (1.0 mL)was added to tert-butyl(2-hydroxyethyl)carbamate (29.0 mg, 180 mumol), polymer supported PPh3(3 mmol/g, 120 mg) and di-2-methoxyethyl azodicarboxylate (0.051 g, 216 mumol).The mixture was stirred at room temperature for 2 h. Then, polymer supportedPPh3 (3 mmol/g, 60 mg) and the solution of di-2-methoxyethylazodicarboxylate (0.051 g, 216 mumol) in THF (0.10 mL) were added to thereaction mixture. The mixture was stirred at room temperature for 1 h. Thesolvent was evaporated by blowing away with the air at 50 C. The residue waspoured into toluene (3.0 mL) and water (1.0 mL), and stirred for 5 min. Theorganic layer was filtered on Top-Phase Separation Filter Tube, and thefiltrate was evaporated by blowing away with the air at 60 C. The residue waspurified by preparative HPLC (Actus Triart C18, eluted with MeCN/10 mM NH4HCO3aq. 10:90?100:0). Pure fractions were combined and concentrated byblowing away with the air at 50 C. The intermediate was dissolved into EtOAc(0.50 mL) and 4M HCl-EtOAc (1.0 mL) was added to the solution at room temperature.The mixture was shaken at room temperature for 10 min. Then the mixture wasevaporated by blowing away with the air at 50 C. The solution of BODIPY FLpropionic acid 1 (0.020 g, 69 mumol)in DMA (0.50 mL) and the solution of WSC(HCl) (0.016 g, 84 mumol) and HOBt(0.011 g, 84 mumol) in DMA (0.500 mL) and iPr2NEt(84 mL, 480 umol) were added to the mixture. The mixturewas stirred at room temperature for 2 h. The reaction mixture was diluted withEtOAc (3.0 mL) and quenched with water (1.0 mL), and stirred for 2 min. Theorganic layer was separated and then the aqueous layer was extracted with EtOAc(2.0 mL). The combined organic layer was evaporated by blowing away with theair at 50 C. The residue was purified by preparative HPLC (Actus Triart C18,eluted with MeCN/10 mM NH4HCO3 aq. 5:95?100:0). Purefractions were combined and concentrated by blowing away with the air at 50 Cto give the product 10 (8 mg, 9.9 mmol, 1 %).

According to the analysis of related databases, 123986-64-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Katoh, Taisuke; Yoshikawa, Masato; Yamamoto, Takeshi; Arai, Ryosuke; Nii, Noriyuki; Tomata, Yoshihide; Suzuki, Shinkichi; Koyama, Ryoukichi; Negoro, Nobuyuki; Yogo, Takatoshi; Bioorganic and Medicinal Chemistry Letters; vol. 27; 5; (2017); p. 1145 – 1148;,
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. 72179-84-1, name is (Methylsulfamoyl)amine belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: CH6N2O2S

A solution of 8-Cyclohexyl-1,1a,2,12b-tetrahydro-11-methoxy-1a-(methoxycarbonyl)-cycloprop[d]indolo[2,1-a][2]benzazepine-5-carboxylic acid (140 mg, 0.31 mmol) and CDI (64 mg, 0.40 mmol) in THF (3 mL) was stirred for 1 hr at 60 C. N-methylsulfamide (68 mg, 0.62 mmol) and DBU (71.6 mg, 0.47 mmol) were added and the mixture was stirred at 60 C. overnight. The reaction was then poured into cold water, acidified with dilute hydrochloric acid and extracted into ethyl acetate. The extracts were washed sequentially with dilute hydrochloric acid (0.1 N), and brine, and then dried (anhy. sodium sulfate), filtered and evaporated to provide the title compound as a brown solid. ESI-MS m/e 552 (MH+). This material was used without further purification.

The synthetic route of 72179-84-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Squibb Company; US2009/130057; (2009); 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. 141449-85-6, name is tert-Butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C11H20N2O2

A round-bottom flask was charged with triphosgene (1.68 g, 5.66 mmol) and DCM (200 mL). Hexafluoroisopropanol (1.93 mL, 18.4 mmol) was added dropwise over 1 min. DIPEA(4.9 mL, 28.0 mmol) was added dropwise over 3 min. The flask contents were stirred at rt for 2 h. tert-Butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate (3.00 g, 14.2 mmol) was added in one portion, and the reaction mixture was allowed to stir for 18 h at rt. The reaction mixture was then washed with 1 N HCl and brine. The organics were dried over anhydrous NazS04 and concentrated. The resulting oil was chromatographed on a silica column with a gradient (100% hexanes to 80% hexanes/20% acetone) to provide 2-tert-butyl5-(1,1,1,3,3,3-hexafluoropropan-2-yl) tetrahydropyrrolo[3,4-c]pyrrole-2,5(1H,3H)-dicarboxylate (5.74 g, 82%). 1H NMR (400 MHz,Chloroform-d) 0 5.87-5.66 (m, 1H), 3.85-3.70 (m, 2H), 3.70-3.55 (m, 2H), 3.46-3.37 (m,2H), 3.37- 3.17 (m, 2H), 2.96 (br s, 2H), 1.52 (s, 9H). ). LCMS (ESI, m/z): 429.0 [M+Ht.

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

Reference:
Patent; ABIDE THERAPEUTICS, INC.; JONES, Todd, K.; CISAR, Justin, S.; GRICE, Cheryl, A.; WANG, Dong-Hui; WEBER, Olivia, D.; WO2015/3002; (2015); 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. 98-64-6, name is 4-Chlorobenzenesulfonamide, A new synthetic method of this compound is introduced below., name: 4-Chlorobenzenesulfonamide

General procedure: The synthesis route of compounds 1-24 followed the general pathway outlined in Scheme 1. The substituted nicotinic acid (1 mmol) mixed with benzenesulfonamide (1 mmol) through by using 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC*HCl) (1.2 mmol) and 4-dimethylaminopyridine (DMAP) (1.2 mmol) in anhydrous CH2Cl2 for 6-8 h at 70-80 °C. The reaction was monitored by TLC. The products are extracted with ethyl acetate. The extract is washed successively with 1 N HCl, water, 1 M NaHCO3, and water, dried over MgSO4, filtered and evaporated. The residue is purified by column chromatography using petroleum ether and ethyl acetate (1:1).

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:
Article; Zhang, Hui; Lu, Xiang; Zhang, Li-Rong; Liu, Jia-Jia; Yang, Xian-Hui; Wang, Xiao-Ming; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 20; 4; (2012); p. 1411 – 1416;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 588-46-5, 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. 588-46-5, name is N-Benzylacetamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Amide 1a (48 mg, 0.25 mmol, 1 equiv), and Selectfluor (221 mg, 0.625 mmol, 2.5 equiv) were dissolved in 5 mL of acetonitrile at room temperature, and CuBr (42.6 mg, 0.3 mmol, 1.2 equiv) was added over a 40 min period in six portions. After all CuBr was added, the resulting mixture was stirred for extra 20 min, and then acetonitrile was evaporated under reduced pressure. Then, 20 mL of a saturated ammonium chloride solution was added into the reaction mixture and extracted by diethyl ether (25 mL × 4), the ether layers were combined and dried over Na2SO4, filtered, and evaporated under reduced pressure to give the crude product. Silica gel flash chromatography of the crude product (hexanes-ethyl acetate (10:1) to hexanes-ethyl acetate (4:1)) yielded pure imide 2a (45 mg, 0.22 mmol, 88% yield) together with unreacted 1a (3.2 mg, 0.017 mmol, 7%).

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

Reference:
Article; Jin, Zhuang; Xu, Bo; Hammond, Gerald B.; Tetrahedron Letters; vol. 52; 16; (2011); p. 1956 – 1959;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 109903-35-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 109903-35-7 name is 4-Amino-N-methylbenzenemethanesulfonamide, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Example 23: 1-(4-{[5-acetyl-3-ethyl-4-methyl-1,3-thiazol-2(3H)- ylidene]amino}phenyl)-lambda/-methylmethanesulfonamide hydrochloride; A mixture of 4-amino-N-methyl-alpha-toluenesulphonamide (200mg, I .Ommol), ethyl isothiocycanate (104mg, 1.20mmol, 0.1 ml) and triethylamine (0.2ml) in ethanol (5ml) was stirred at reflux for 2 hours. The solvent was then removed by rotary evaporation, the resulting material was then suspended in toluene (5ml) and treated with 3-chloro-2,4- pentanedione (0.14g, 1.05mmol, 0.13ml) and the whole mix stirred at 9O0C (oil bath temperature) for 3 hours, and allowed to cool. The reaction mix was filtered and the filtrate evaporated under reduced pressure to give a yellow oil, which was purified by MDAP (mass directed auto-preparation). The relevant fractions were combined and the solvent removed by rotary evaporation to give a brown oil, which was dissolved in dichloromethane (1 ml) and treated with 1 M ethereal HCI (1 ml). The solvent was removed by air drying. The product was triturated in ether, the liquid was decanted off and the residual material was vacuum oven dried to give the title compound as a beige coloured solid (98mg, 24%).LC/MS (ES): Found 368 (ES+), retention time 2.35mins. Ci6H2IN3O3S2 requires 367. 1 H-NMR (400MHz, MeOD-d4): delta 1.49 (3H, t, J=7Hz), 2.52 (3H, s), 2.71 (3H, s), 2.76 (3H, s), 4.31 (2H, m), 4.42 (2H, s), 7.55 (2H, m), 7.66 (2H, d, J=8Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Amino-N-methylbenzenemethanesulfonamide, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/53448; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 1129-26-6,Some common heterocyclic compound, 1129-26-6, name is 4-Methoxybenzenesulfonamide, molecular formula is C7H9NO3S, 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.

At room temperature, the appropriate amount of organic solvent (volume ratio of 1: DMAC 2 and the mixture of PEG-200), add, Compounds 200mmol formula (II), 15mmol lOOmmol catalyst into the formula (I), (Three mistakes to 12mmol chloride (A1C13) and 3mmol zinc iodide (Znl2) mixture), 80mmol oxidant Phi (TFA) 2,20mmol lOOmmol additives of niobium pentachloride and trifluoromethanesulfonic acid; and then warmed to 80 C, and the reaction was stirred at this temperature for 2 hours;After the [0046] reaction, the reaction system was cooled to room temperature, followed by addition of a saturated aqueous solution of sodium thiosulfate was sufficiently washed with acetone was added and extracted 3 times, the combined organic phase was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure , the residue by flash column chromatography on silica gel, ethyl acetate and an equal volume of petroleum ether mixture as eluent, to afford the compound of formula (III), in a yield of 96.9%

The synthetic route of 1129-26-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhang Wei; Zhang, Wei; (10 pag.)CN105294518; (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. 16313-66-9, name is 2-Amino-5-bromobenzamide, A new synthetic method of this compound is introduced below., Safety of 2-Amino-5-bromobenzamide

General procedure: To a solution of 2-aminobenzamide 1 (0.24 mmol, 1 equiv) and 2-alkynylbenzaldehyde 2 (0.24 mmol, 1 equiv) in DMSO (4 mL) was added AgNO3 (8 mg, 20 mol%). The resulting mixture was then heated at 120 C for 4 h. After completion of the reaction, the mixture was extracted with EtOAc. The combined extracts were washed with brine, dried (Na2SO4), and evaporated. The crude product was purified by chromatography (silica gel, acetone/hexane 20:80) to afford the product.

The synthetic route of 16313-66-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sonawane, Amol D.; Shaikh, Yunnus B.; Garud, Dinesh R.; Koketsu, Mamoru; Synthesis; vol. 51; 2; (2019); p. 500 – 507;,
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. 67442-07-3, name is 2-Chloro-N-methoxy-N-methylacetamide, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C4H8ClNO2

To a 10L four necked flask was charged l-Isopropyl-3-methyl-lH-l,2,4-triazole 7 (400 g) in THF (2.5 L). The resulting solution was cooled to -40 C and 2.5 M n-butyllithium BuLi in n- hexanes (1.41 L) was added while keeping the internal temp, below -20C. The resulting yellow suspension was stirred at -40C for 1 hour before being transferred. To a 20L flask was charged 2-chloro-N-methoxy-N-methylacetamide 10 (485 g) in THF (4 L). The resulting solution was cooled to -40 C at which point a white suspension was obtained, and to this was added the solution of lithiated triazole 7 keeping the internal temp, below -20C. At this point a yellow orange solution was obtained which was stirred at – 30C for lhour. Propionic acid (520 mL) was added keeping the internal temp, below -20C. The resulting off-white to yellowish suspension was warmed to -5 C over 30 minutes. Citric acid (200 g) in water (0.8 L) was added and after stirring for 5 minutes a clear biphasic mixture was obtained. At this point stirring was stopped and the bottom aqueous layer was removed. The organic phase was washed with 20w% K3PO4 solution (1 L), 20w% K2HP04 solution (2 L), and 20w% NaCl solution (1 L). The organics was reduced to ca 4L via distillation under vacuum to afford 2-chloro-l-(l-isopropyl-3- methyl-lH-l,2,4-triazol-5-yl)ethanone 13 as a dark amber liquid which was used “as is” in the next step.

According to the analysis of related databases, 67442-07-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ANGELAUD, Remy; BEAUDRY, Danial; CARRERA, Diane; MALHOTRA, Sushant; REMARCHUK, Travis; ST-JEAN, Fredric; WO2014/140073; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics