Tag: M.W=300-400

227940-71-8, name is tert-Butyl 7-benzyl-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate, 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. HPLC of Formula: C19H28N2O2

(v) tert-Butyl 3,7-diazabicyclo[3.3.1]nonane-3-carboxylate The sub-title compound was prepared in quantitative yield according to the procedure described in step (iii) above, using tert-butyl 7-benzyl-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate (from step (iv) above) in place of 3,7-dibenzyl-3,7-diazabicyclo[3.3.1]nonane. 13C NMR in CDCl3: delta 28.05, 28.29, 31.33, 48.35, 49.11, 51.53, 79.34, 155.16

The synthetic route of 227940-71-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AstraZeneca AB; US6465481; (2002); B1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 120157-97-3, 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. 120157-97-3, name is N-Boc-2-(4-Bromophenyl)ethylamine belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

[2- (4-Bromo-phenyl)-ethyl]-carbamic acid tert-butyl ester (1. 5g, 4.99 mmol) was dissolved in toluene (0.2 M) in a 100 mL round-bottom flask. To this was added LiCl (10.6 mg, 0.25 mmol, 0. 05eq) and the resulting solution was flushed under nitrogen for 2-3 minutes. PdCl2 (PPh3) 2 (175.4 mg, 0. 25mmol, 0. 05eq) was added to the reaction mixture and the solution was again flushed under nitrogen for 2-3 minutes. 2-Tributylstannanyl-pyridine, from Frontier (1. 84g, 4.99mmol, leq) was added last and the reaction mixture was heated to 110C overnight. The solvent was removed under vacuum. The crude material was purified on column chromatography (silica gel), and eluted with EtOAc-Hexanes 15: 85 to afford [2- (4-Pyridin-2-yl-phenyl)-ethyl]-carbamic acid tert-butyl ester in good yield.

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-Boc-2-(4-Bromophenyl)ethylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; WO2003/93245; (2003); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

194920-62-2, name is tert-Butyl (3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)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. Safety of tert-Butyl (3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)carbamate

Ste 2: Synthesis of S 14 To a round-bottom flask, S 13 (276 mg, 1.0 mmol) was dissolved in 3.0 mL of anhydrous DMF. Amine (320 mg, 1.0 mmol) and DIPEA (259 mg, 2.0 mmol) were added. The reaction mixture was stirred at 90 C for 12 h. The mixture was cooled to room temperature, poured into water and extracted with ethyl acetate for two times. The combined organic layer was washed with brine, dried over anhydrous Na2S04. After filtration and evaporation, the crude residue was purified by HPLC with H20/ MeCN to give compound S 14 as colorless oil (172 mg, 30% yield). ESI-MS calculated for C28H4iN409 [M+H]+ = 577.2; Observed: 577.3.

The synthetic route of 194920-62-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; WANG, Shaomeng; LI, Yangbing; AGUILAR, Angelo; ZHOU, Bing; HU, Jiantao; XU, Fuming; QIN, Chong; HU, Yang; XIANG, Weiguo; REJ, Rohan; YANG, Jiuling; HAN, Xin; BAI, Longchuan; YANG, Chao-Yie; (252 pag.)WO2017/176958; (2017); 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. 811442-84-9, name is tert-Butyl (14-amino-3,6,9,12-tetraoxatetradecyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows., name: tert-Butyl (14-amino-3,6,9,12-tetraoxatetradecyl)carbamate

200 mg (0.594 mmol) of tert-butyl (14-amino-3,6,9,12-tetraoxatetradec-1-yl)carbamate, 111 mg (0.713 mmol) of (2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid and 410 mul (2.4 mmol) of N,N-diisopropylethylamine were dissolved in 6 ml of dimethylformamide, and 339 mg (0.892 mmol) of HATU were added. The reaction mixture was stirred at RT for 1 h and purified directly by preparative RP-HPLC (column: Reprosil 250¡Á30; 10mu, flow rate: 50 ml/min, MeCN/water, 0.1% TFA). The solvents were evaporated under reduced pressure and the residue was dried under high vacuum. This gave 130 mg (43% of theory) of tert-butyl [17-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-16-oxo-3,6,9,12-tetraoxa-15-azaheptadec-1-yl]carbamate. LC-MS (Method 1): Rt=0.71 min; MS (ESIpos): m/z=474 (M+H)+.

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 811442-84-9.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; LERCHEN, Hans-Georg; REBSTOCK, Anne-Sophie; MARX, Leo; JOHANNES, Sarah Anna Liesa; STELTE-LUDWIG, Beatrix; DIETZ, Lisa; TERJUNG, Carsten; MAHLERT, Christoph; GREVEN, Simone; SOMMER, Anette; BERNDT, Sandra; (481 pag.)US2019/77752; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 299430-87-8,Some common heterocyclic compound, 299430-87-8, name is (9H-Fluoren-9-yl)methyl (2-(2-hydroxyethoxy)ethyl)carbamate, molecular formula is C19H21NO4, 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.

[000976] To Example 2.62.3 (5.03 g) and triphenylphosphine (4.62 g) in toluene (88 mL) was added di-fert-butyl-azodicarboxylate (4.06 g) and the reaction was stirred for 30 minutes. (9H- Fluoren-9-yl)methyl (2-(2-hydroxyethoxy)ethyl)carbamate was added and the reaction was stirred for an addition 1.5 hours. The reaction was loaded directly onto silica gel and was eluted with 1-50% ethyl acetate/heptanes to provide the title compound

The synthetic route of 299430-87-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBVIE INC.; TAO, Zhi-Fu; DOHERTY, George; WANG, Xilu; SULLIVAN, Gerard M.; SONG, Xiaohong; KUNZER, Aaron R.; WENDT, Michael D.; MARIN, Violeta L.; FREY, Robin R.; CULLEN, Steve C.; WELCH, Dennie S.; SHEN, Xiaoqiang; BENNETT, Nathan B.; HAIGHT, Anthony R.; ACKLER, Scott L.; BOGHAERT, Erwin R.; SOUERS, Andrew J.; JUDD, Andrew S.; (623 pag.)WO2016/94509; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 1132940-86-3, These common heterocyclic compound, 1132940-86-3, name is N-(6-Bromonaphthalen-2-yl)methanesulfonamide, 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.

[00513] Part B. Preparation of N-(6-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)naphthalen-2-yl) methanesulfonamide .; [00514] A mixture of the product from Part A (1.0Og, 3.33mmol), bis(pincolato)diboron (1.27g,5.00mmol), potassium acetate (0.98 g, 9.99mmol) and Combiphos Pd6 (84mg, 0.17mmol) in toluene(22mL) was heated at reflux for 3h. Cooled and diluted with ethyl acetate and water. The mixture was treated with Darco G-60 and filtered through celite. The filtrate was washed with water and brine. Dried over Na2SO4, filtered and concentrated under vacuum. Oil was dissolved in ether and precipitated by addition of hexanes. The product was collected by filtration and washed with hexanes. Evaporation of the filtrate and purification by silica gel column chromatography eluting with EtOAc/hexanes. The title compound from crystallization and chromatography was obtained as a white solid (927mg, 80%).

Statistics shows that N-(6-Bromonaphthalen-2-yl)methanesulfonamide is playing an increasingly important role. we look forward to future research findings about 1132940-86-3.

Reference:
Patent; ABBOTT LABORATORIES; WO2009/39134; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 191170-76-0,Some common heterocyclic compound, 191170-76-0, name is Benzyl 4-bromophenethylcarbamate, molecular formula is C16H16BrNO2, 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.

A solution of intermediate 3.3 (2g, 6 mmol, 1 eq.) and intermediate 3.10 (2g, 6 mmol, 1 eq.) in DMF is purged with Ar2 for 10 min. Pd(dppf)Cl2 (122 mg, 0.15 mmol, 0.4 eq.) and 8 mL 2N Na2Ctheta3/H2O are then added and the resulting reaction mixture is sealed in a tube and heated to 120 0C in a microwave oven for 30 min. The reaction mixture is diluted with EtOAc and washed with water and brine. The organic layer is dried over Na2SO4, filtered and concentrated to give a dark oil that is purified by flash column (40%~60% EtOAc/hexanes, 40 g column) yielding intermediate 3.11 as a light greenish oil (2 g, 4.3 mmol, 72%).

The synthetic route of 191170-76-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2009/52078; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 24310-36-9, 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 24310-36-9 as follows.

Step 5. Preparation of 1, 2,3, 4-Tetrahydro-benzo [b] azepin-5-one. To preheated polyphosphoric acid (PPA, 220 g) at 70-80 C was added 1- (Toluene-4-sulfonyl)-1, 2,3, 4-tetrahydro-benzo [b] azepin-5-one (50.0 g, 0.16 mol). The mixture was stirred for 3.0 h at the same temperature and then poured into ice water. After the pH was adjusted to about 8-9 by adding aq NaOH, the mixture was extracted with ethyl acetate. The organic layer was separated, dried over MgS04, and concentrated. The residue was purified by silica gel column chromatography (eluent, 3: 1 n-hexanes: ethyl acetate) to give 1, 2,3, 4-Tetrahydro-benzo [b] azepin-5-one (22g).

According to the analysis of related databases, 24310-36-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/37796; (2005); 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. 1195768-19-4, name is Methyl 3-(2,6-difluorophenylsulfonamido)-2-fluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows., category: amides-buliding-blocks

A solution of Lithium bis(trimethylsilyl)amide (1M in THF, 4.05mL, 4.05mmol) was added to a cooled (0C) solution of Methyl 3-((2,6-difluorophenyl)sulfonamido)-2- fluorobenzoate (400mg, 1.16mmol) in THF (3mL). After lOmin of stirring, a solution of 2-chloro-4-methylpyrimidine (178mg, 1.39mmol) in THF (2mL) was slowly added and the reaction mixture was allowed to warm to room temperature for 2h. Aqueous saturated ammonium chloride was added to the medium. The aqueous layer was extracted with EtOAc (2 times). Combined organics were washed with brine, dried over sodium sulphate, filtered and the filtrate was concentrated under reduced pressure. Trituration of the brown solid in DCM/cHex afforded title compound (420mg, 82%) as a mixture of ketone and enol. LC/MS (ES+): 442.0-444.0 (M+l).

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 1195768-19-4.

Reference:
Patent; CELLIPSE; PRUDENT, Renaud; PAUBLANT, Fabrice; (74 pag.)WO2018/55097; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 194920-62-2, 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. 194920-62-2 name is tert-Butyl (3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)carbamate, 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.

A solution of 7 (10.8 g, 30.3 mrnol, 1.0 equiv) in DCM (400 mL) was treated at 4 C with triethylamine (5.29 mL, 37.9 minol, 1.3 equiv), followed by allyl chloroformate (3.56 mL, 33.4 rnmol, 1.1 equiv) . After 15 mm, the reaction was allowed to warm to room temperature and was stirred for 2 h. Then, the reaction mixturewas washed with water (3 x 250 mL), dried over MgSO4, filtered and concentrated under reduced pressure. The product waspurified by flash chromatography (200 g SiC2 ethylacetate/hexanes 1:1, then ethyl acetate) to give 8 (11.0 g, 90%)as a colorless oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl (3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)carbamate, and friends who are interested can also refer to it.

Reference:
Patent; ETH ZURICH; CARREIRA, Erick, Moran; SCHAFROTH, Michael, Andreas; SOBOTZKI, Nadine; WOLLSCHEID, Bernd; (67 pag.)WO2017/81069; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics