Month: August 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. 83948-53-2, name is tert-Butyl N-(3-Bromopropyl)carbamate, A new synthetic method of this compound is introduced below., Product Details of 83948-53-2

Step 1 Preparation of Example 5a: (3-Methylamino-propyl)-carbamic Acid tert-butyl Ester Methylamine (100 mL of a 2.00 M solution in THF, 200 mmol) was added to (3-bromo-propyl)-carbamic acid tert-butyl ester (11.2 g, 47.0 mmol) at room temperature under nitrogen and the solution was stirred for 4 h. The resulting suspension was filtered and concentrated under reduced pressure to give 7.58 g (86%) of (3-methylamino-propyl)-carbamic acid tert-butyl ester (5a) as a clear oil. [M+H]+188.94.

The synthetic route of 83948-53-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KALYPSYS, INC.; US2007/123572; (2007); A1;,
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. 64214-66-0, name is 4-Chloro-N-methoxy-N-methylbutanamide, This compound has unique chemical properties. The synthetic route is as follows., name: 4-Chloro-N-methoxy-N-methylbutanamide

Step B 3-Chloropropyl 3,5-dimethylphenyl ketone A solution of 10.2 mL (13.9 g; 72 mmol) 5-bromo-m-xylene in 200 mL of anhydrous tetrahydrofuran was stirred under nitrogen at -78 C. as 35.8 mL (84 mmol) of 2.5 M n-butyllithium in tetrahydrofuran was added dropwise. After 15 minutes at -78 C., a solution of 10.0 g (60 mmol) of 4-chloro-N-methoxy-N-methylbutyramide in 30 mL of anhydrous tetrahydrofuran was added dropwise over 25-30 minutes. The resulting solution was maintained at -78 C. for 45 minutes and then warmed briefly to room temperature. The reaction was quenched by addition of 40 mL of 2 N hydrochloric acid and then partitioned between ethyl acetate and water. The organic phase was washed with saturated aqueous sodium bicarbonate solution and then saturated aqueous sodium chloride solution. The organic solution was dried over sodium sulfate, filtered, and concentrated in vacuo. Flash chromatography of the residue afforded 8.91 g (70%) of an oil, which had satisfactory purity by 1 H NMR (CDCl3).

According to the analysis of related databases, 64214-66-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Merck & Co., Inc.; US5985901; (1999); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

83948-53-2, name is tert-Butyl N-(3-Bromopropyl)carbamate, 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. name: tert-Butyl N-(3-Bromopropyl)carbamate

In a 25 mL round-bottomed flask, tert-butyl 3-bromopropylcarbamate (1 g, 4.2 mmol) was combined with N,N-dimethylfonnamide (12 ml). Sodium azide (300 mg, 4.62 mmol) was added and the reaction was stirred at 80C for 2 days. The reaction mixture was diluted with diethyl ether, washed with brine, dried over sodium sulfate and concentrated in vacuo to afford (3-azido-propyl)-carbamic acid tert-butyl ester (736 mg, 88%) as a yellow liquid. This liquid was used in the next step without further purification.

The synthetic route of 83948-53-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; LYNCH, Stephen M.; MARTIN, Rainer E.; NEIDHART, Werner; PLANCHER, Jean-Marc; SCHULZ-GASCH, Tanja; WO2014/86663; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 1118-69-0, A common heterocyclic compound, 1118-69-0, name is N-Isopropylacetamide, molecular formula is C5H11NO, 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.

In a fashion similar to the preparation of 1, treatment of tetrakis(dimethylamido)hafnium (0.200 g, 0.563 mmol) with N-isopropylacetamide (0.228 g, 2.25 mmol) in refluxing toluene (15 mL) for 3 h afforded 6 as colorless crystals (0.219 g, 67%) upon sublimation at 105 C/0.05 Torr: mp 207-210 C; IR (Nujol, cm-1) 1579 (s), 1404 (s), 1365 (s), 1344 (s), 1319 (m), 1188 (s), 1170 (m), 1127 (m), 1053 (m), 988 (m), 887 (m), 823 (m), 816 (m), 618 (s), 584 (s); 1H NMR (C6D6, 23 C, delta) 3.47 (septet, J = 6.5 Hz, 4H, CH(CH3)2), 1.70 (s, 12H, CH3), 1.23 (d, J = 6.5 Hz, 24H, CH(CH3)2); 13C{1H} NMR (C6D6, 23 C, ppm) 182.44 (s, C=O), 48.67 (s, CH(CH3)2), 23.86 (s, CH(CH3)2), 17.37 (s, CH3). Anal. Calcd for C20H40HfN4O4: C, 41.48; H, 6.96; N, 9.68. Found: C, 41.32; H, 6.85; N, 9.77.

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; Karunarathne, Mahesh C.; Baumann, Joseph W.; Heeg, Mary Jane; Martin, Philip D.; Winter, Charles H.; Journal of Organometallic Chemistry; vol. 847; (2017); p. 204 – 212;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 147291-66-5, 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. 147291-66-5, name is tert-Butyl 3-aminobenzylcarbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of Novabiochem 01-64-0261 commercial resin (2 g, loading : 0,94 mmol/g, 0.0018 mol) was washed with DCM (50 ml), then a solution of 3-tert- butoxycarbonylaminomethylaniline (0.009 mol ) in DCM/CH3COOH 1% (25 ml) was added and the resulting mixture was shaken for 10 minutes at room temperature. Sodium triacetoxyborohydride (0.009 mol) was added, followed by addition of DCM/CH3COOH 1% (25 ml) and the reaction mixture was shaken gently for 48 hours at room temperature. After filtration, the resin was washed 3 times with MeOH and 3 times with DCM, 3x MeOH, 3x DCM, 3x MeOH, 3x DCM, 3x MeOH, 3x DCM, 3x MeOH, 3x DCM, yielding intermediate 30, which was used in next reaction step.

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

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2006/61415; (2006); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 108468-00-4, name is 1-(N-Boc-aminomethyl)-4-(aminomethyl)benzene, 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 108468-00-4, HPLC of Formula: C13H20N2O2

Step 1: l-(N-boc-aminomethyl)-4-(aminomethyl) benzene (3.80g, 16.1 mmol) wasdissolved in DCM (100 mL) and DIPEA (5.0 mL, 29 mmol), followed by FmocCl (5.Og, 19 mmol)were added. The reaction mixture was stirred at room temperature for 1 hour, after which aprecipitate appeared. Water (100 mL) was added and the precipitate filtered and dried to give [4- (tert-butoxycarbonylamino-methyl)-benzyl]-carbamic acid 9H-fluoren-9-ylmethyl ester (6.32g, 86%) as a white solid. AnalpH2_MeOH_4MIN: Rt: 3.52 mm, mlz 481.3 [M+H]

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; UNIVERSITY OF LEEDS; PHILIPPOU, Helen; FOSTER, Richard; FISHWICK, Colin; REVILL, Charlotte; YULE, Ian; TAYLOR, Roger; NAYLOR, Alan; FALLON, Philip, Spencer; CROSBY, Stuart; HOPKINS, Anna; GUETZOYAN, Lucie, Juliette; MACNAIR, Alistair, James; STEWART, Mark, Richard; WINFIELD, Natalie, Louise; (273 pag.)WO2019/186164; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 64214-66-0, 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 64214-66-0 as follows.

3-Chloropropyl 3,5-dimethylphenyl ketone A solution of 10.2 mL (13.9 g; 72 mmol) 5-bromo-m-xylene in 200 mL of anhydrous tetrahydrofuran was stirred under nitrogen at -78 C. as 35.8 mL (84 mmol) of 2.5M n-butyllithium in tetrahydrofuran was added dropwise. After 15 minutes at -78 C., a solution of 10.0 g (60 mmol) of 4-chloro-N-methoxy-N-methylbutyramide in 30 mL of anhydrous tetrahydrofuran was added dropwise over 25-30 minutes. The resulting solution was maintained at -78 C. for 45 minutes and then warmed briefly to room temperature. The reaction was quenched by addition of 40 mL of 2N hydrochloric acid and then partitioned between ethyl acetate and water. The organic phase was washed with saturated aqueous sodium bicarbonate solution and then saturated aqueous sodium chloride solution. The organic solution was dried over sodium sulfate, filtered, and concentrated in vacuo. Flash chromatography of the residue afforded 8.91 g (70%) of an oil, which had satisfactory purity by 1 H NMR (CDCl3).

According to the analysis of related databases, 64214-66-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Merck & Co., Inc.; US6156767; (2000); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 16313-66-9, 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. 16313-66-9 name is 2-Amino-5-bromobenzamide, 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.

To a solution of the amino acid (1.2 equiv) and 2-amino-5- bromobenzamide (1 equiv) in DMF (1 mL) was added HATU (1.3 equiv) and N- methylmorpholine (2 equiv). The resulting mixture was stirred at room temperature overnight. After removal of solvent by rotary evaporation, the residue was dissolved in ethyl acetate (15 mL) and washed with an aqueous 0.5 Nu HCl solution (2 x 10 mL), a saturated aqueous Nua2C03 solution (2 x 10 mL), and brine (10 mL), dried over Na2SO4, and filtered. The solvent was removed in vacuo and the crude amide product was taken to the next reaction without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Amino-5-bromobenzamide, and friends who are interested can also refer to it.

Reference:
Patent; FENG, Yangbo; LOGRASSO, Philip; BANNISTER, Thomas; SCHROETER, Thomas; FANG, Xingang; YIN, Yan; CHEN, Yen Ting; SESSIONS, Hampton; CHOWDHURY, Sarwat; LUO, Jun-Li; VOJKOVSKY, Tomas; WO2010/56758; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 402-46-0, A common heterocyclic compound, 402-46-0, name is 4-Fluorobenzenesulfonamide, molecular formula is C6H6FNO2S, 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.

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 synthetic route of 402-46-0 has been constantly updated, and we look forward to future research findings.

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 25900-61-2, 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 25900-61-2 as follows.

Step 2To 2-chloro-5-fluoro-4-(3-(4-fluorophenoxy)azetidin-l-yl)pyrimidine (90.0 mg, 0.302 mmol) and 3-amino-N-methylbenzamide (49.9 mg, 0.333 mmol) in a disposable sealed tube in 2-propanol (2.50 mL) was added trifluoroacetic acid (0.070 mL, 0.907 mmol). The resulting reaction mixture was heated at 84 C for 3 d, cooled to RT and concentrated. The residue was stirred in EtOAc and saturated aqueous NaHC03 for 10 min and transferred to a separatory funnel. The organic layer was washed with brine, dried and concentrated giving 3-(5-fluoro-4- (3 -(4-fluorophenoxy)azetidin- 1 -yl)pyrimidin-2-ylamino)-N-methylbenzamide ( 124.8 mg).

According to the analysis of related databases, 25900-61-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMGEN INC.; BREGMAN, Howard; BUCHANAN, John, L.; CHAKKA, Nagasree; DIMAURO, Erin, F.; DU, Bingfan; NGUYEN, Hanh, Nho; ZHENG, Xiao, Mei; WO2011/103196; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics