Amides-buliding-blocks

63920-73-0, These common heterocyclic compound, 63920-73-0, name is 2-Amino-4,6-dimethoxybenzamide, 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 2-amino-4,6-dimethoxy-benzamide (0.19 g, 0.98 mmol) in N,N-dimethylacetamide (4 mL) were added 4-(2,5-dioxo-imidazolidin-1-ylmethyl)-benzaldehyde (0.19 g, 0.89 mmol), sodium hydrogen sulfite (58.5 wt %, 0.24 g, 1.30 mmol) and p-toluenesulfonic acid monohydrate (34 mg, 0.18 mmol) and the reaction mixture was stirred at 115 C. for 17 hours under nitrogen, then cooled to room temperature. The precipitate was filtered, washed with methanol, water, then methanol, and dried in air. The solid was suspended in hot DMSO (approximately 3 mL); saturated aqueous NaHCO3 (approximately 3 mL) and water were added. The solid was filtered, washed with water, then methanol, and air dried to give the title compound as a light yellow solid. Yield: 0.16 g (46%). MP 317-318 C. 1H NMR (400 MHz, DMSO-d6): delta 12.05 (s, 1H), 8.17 (s, 1H), 8.12 (d, J=8.4 Hz, 2H), 7.40 (d, J=8.4 Hz, 2H), 6.74 (d, J=2.0 Hz, 1H), 6.54 (d, J=2.0 Hz, 1H), 4.61 (s, 2H), 4.02 (s, 2H), 3.89 (s, 3H), 3.85 (s, 3H). MS (ES+) m/z: 395.09 (M+1).

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 63920-73-0.

Reference:
Patent; Resverlogix Corp.; Hansen, Henrik C.; (96 pag.)US9238640; (2016); B2;,
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Some common heterocyclic compound, 85006-25-3, name is tert-Butyl (tert-butoxycarbonyl)oxycarbamate, molecular formula is C10H19NO5, 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. 85006-25-3

Scheme 1: Reagent and conditions; (a) tert-butyl(tert-butoxycarbonyl)oxycarbamate, iN NaOH, TBAB, DCM; (b) TFA, DCM; (c) 3,3-difluoro-2,2-dimethylbutanoic acid, EDCI, DIEA, DMF, rt, 12h(d) NaH, Mel, THF.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 85006-25-3, its application will become more common.

Reference:
Patent; NATIONAL INSTITUTE OF BIOLOGICAL SCIENCES, BEIJING; ZHANG, Zhiyuan; WANG, Xiaodong; LEI, Xiaoguang; SU, Yaning; HE, Sudan; RUAN, Hanying; SUN, Liming; (103 pag.)WO2016/101885; (2016); A1;,
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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 53250-82-1 as follows. 53250-82-1

General procedure: To a stirred solution of 11 (13.14 mmol) in 1,2-dichloroethane (240 mL) were added appropriate substituted anilines (19.71 mmol) and AcOH (13.14 mmol), and the mixture was heated to reflux for 2 h under nitrogen atmosphere. The reaction mixture was cooled to 0 C, and MeOH (60 mL) and THF (20 mL) were added. To it, (AcO)3BHNa (26.20 mmol) or NaBH4 (52.56 mmol) was added portionwise, and then the reaction mixture was allowed to warm to room temperature and stirred for an additional 3 h. The pH of the reaction mixture was adjusted to 7-8 at 0 C with 1 NHCl, and then the organic layer was separated. The aqueous layer was extracted with CH2Cl2 (2¡Á 300 mL). The combined organic layers was washed with brine (300 mL) and dried over anhydrous Na2SO4, filtered, and evaporated to dryness under reduced pressure. The residue was purified by MPLC on silica gel to afford the titled compounds as a solid.

According to the analysis of related databases, 53250-82-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Jin, Cheng Hua; Krishnaiah, Maddeboina; Sreenu, Domalapally; Subrahmanyam, Vura Bala; Park, Hyun-Ju; Park, So-Jung; Sheen, Yhun Yhong; Kim, Dae-Kee; Bioorganic and Medicinal Chemistry; vol. 22; 9; (2014); p. 2724 – 2732;,
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Amide – an overview | ScienceDirect Topics

847361-67-5, 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. 847361-67-5, name is 1-(4-Bromophenyl)cyclopropanecarboxamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of the bromide from Step 4 (1.0 g, 4.16 mmol), commercially available 4-(dihydroxyboranyl)benzoic acid (0.73 g, 4.37 mmol), sodium carbonate (2 M aq. solution, 5.2 mL, 10.4 mmol), tetrakis(triphenylphosphine)palladium(0) (20 mg, 0.017 mmol) in water (8 mL) and acetontrile (12 mL) was heated to 60C and stirred overnight. The reaction mixture was cooled, filter and the mother liquors were concentrated. The residual aqueous mixture was acidified with 1 N HCl. The resultant milky suspension was filtered to provide a pale grey solid which was further dried under high vacuum to provide the title compound (1.1 g).

The synthetic route of 1-(4-Bromophenyl)cyclopropanecarboxamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK FROSST CANADA LTD.; BLACK, Cameron; BEAULIEU, Christian; WO2010/148488; (2010); A1;,
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69065-91-4, These common heterocyclic compound, 69065-91-4, name is Ethyl 2-((4-fluorophenyl)amino)-2-oxoacetate, 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: A mixture of 1.1 g (5 mmol) of amine 1 and 5 mmol of anilido ester 6a-6f was heated for 5 h at 120-125C. The resulting solid was treated with hexane, and the precipitate was filtered off, washed with water, 10% aqueous HCl, and water again, dried in air, and recrystallized from ethanol.

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 69065-91-4.

Reference:
Article; Aghekyan; Mkryan; Muradyan; Tumajyan; Russian Journal of Organic Chemistry; vol. 54; 6; (2018); p. 886 – 891; Zh. Org. Khim.; vol. 54; 6; (2018); p. 884 – 889,6;,
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Adding some certain compound to certain chemical reactions, such as: 150349-36-3, name is 3-(N-Boc-N-methylamino)propylamine, 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 150349-36-3. 150349-36-3

24? was synthesized on 2-chlorotrityl resin using standard Fmoc chemistry by loading 1.1 mmol Fmoc glycine on resin, and subsequent coupling of Fmoc leucine, Fmoc phenylalanine, Fmoc glycine, and 6-maleimidohexanoic acid. Resin cleavage by addition of TFA, and trituration with MTBE, provided crude 24?. This was dissolved in DMF (5 mL), and N,N?-diisopropylcarbodiimide (277 mg, 2.20 mmol), HOBt (297 mg, 2.20 mmol) and diisopropylethylamine (0.5 mL) were added. The reaction was stirred at room temperature for 3 h, and purification by preparative HPLC (water with 0.05% TFA/acetonitrile) provided 25? (249 mg, 0.329 mmol, 30% yield). LCMS M/Z = 756.4 [M + 1].

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 3-(N-Boc-N-methylamino)propylamine.

Reference:
Patent; TARVEDA THERAPEUTICS, INC.; BILODEAU, Mark T.; SIMCOX, Mary; WHITE, Brian H.; KADIYALA, Sudhakar; WOOSTER, Richard; (178 pag.)WO2017/180834; (2017); A1;,
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Amide – an overview | ScienceDirect Topics

5466-88-6, 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. 5466-88-6, name is 2H-1,4-Benzoxazin-3(4H)-one, This compound has unique chemical properties. The synthetic route is as follows.

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 3 h. The reaction was quenched by addition of water and extracted with ethyl acetate (30¡Á2 ml). The organic layer was washed with water (20 mL), and evaporated to get a crude product 2.2 g.

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Reference:
Patent; NOVARTIS AG; US2012/196813; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

815-06-5, 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. 815-06-5, name is N-Methyl-2,2,2-trifluoroacetamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step A: Preparation of 2,2,2-trifluoro-N-(hex-5-enyl)-N-methylacetamide 31a. Sodium hydride (60% dispersion in mineral oil, 31.5 g, 1.28 eq.) was slowly added under nitrogen atmosphere to a solution of N-methyl-2,2,2-trifluoroacetamide (100 g, 1.28 eq.) in DMF (500 mL) at 0 C. The reaction mixture was stirred for 90 min at 0 C., and then 6-bromo-1-hexene (100 g, 1 eq.) was added dropwise over 45 min. The reaction mixture was allowed to warm up to room temperature, and stirred for 3 days at room temperature. The reaction mixture was then poured into water and extracted tree time with EtOAc. The combined organics layers were dried over anhydrous sodium sulphate and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel to produce compound 31a as colorless oil in 56% yield. 1H NMR (DMSO-d6, 400 MHz) delta 1.27-1.38 (m, 2H), 1.48-1.60 (m, 2H), 2.00-2.06 (m, 2H), 2.93-3.07 (2m, 3H), 3.35-3.40 (m, 2H), 4.92-5.04 (m, 2H), 5.73-5.83 (m, 1H).

The synthetic route of 815-06-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Idenix Pharmaceuticals, Inc.; US2009/202480; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

112253-70-0, name is 2-Amino-4-bromobenzamide, 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. 112253-70-0

To bis(triphenylphosphine)palladium(II) dichloride (98 mg, 0.14 mmol), 2-amino-4-bromobenzamide (600 mg, 2.79 mmol), and l-methyl-4-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)-lH-pyrazole (754 mg, 3.62 mmol) were added acetonitrile (9 mL) and 1M aq Na2CC>3 (9 mL, 9 mmol). The reaction vessel was evacuated and flushed with argon (3X). The mixture was heated in a microwave reactor at 160 C for 20 min. The mixture was allowed to cool to rt, the organic layer was decanted, and the aqueous layer was retained. The organic layer was concentrated under reduced pressure and the residue was diluted with water. The resulting solid was collected by filtration washing with water and acetonitrile. The retained aqueous layer from above was filtered, and the collected solid was washed with water and acetonitrile. The collected solids were combined to afford 2-amino-4-(l -methyl- 1H- pyrazol-4-yl)benzamide (520 mg, 86%). LCMS (ESI) m/z 217 (M + H)+.

Statistics shows that 112253-70-0 is playing an increasingly important role. we look forward to future research findings about 2-Amino-4-bromobenzamide.

Reference:
Patent; AMBIT BIOSCIENCES CORPORATION; HADD, Michael, J.; HOLLADAY, Mark, W.; ROWBOTTOM, Martin; WO2012/30912; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding some certain compound to certain chemical reactions, such as: 94838-59-2, name is tert-Butyl 4-aminophenethylcarbamate, 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 94838-59-2. 94838-59-2

A mixture of 2-Deoxy-D-ribose (Apollo, 2g, 14.8 mmol), tert-butyl 4- aminophenetylcarbamate (Ark Pharm, 5.14 g, 20.7 mmol) and montmorillonite (12 g) was stirred at RT in MeCN (100 mL) for three days. The reaction mixture was then filtered through a celite pad which was subsequently washed with EtOAc. The filtrate was concentrated under reduced pressure. Purification of this crude (5.2 g) by flash chromatography on silica (Cyclohexane: EtOAc, gradient from 7:3 to 6:4) afforded the title compounds: First eluting fraction (Intermediate 1): [2-((lS,9S,10S)-10-Hydroxy-12-oxa-8-aza- tricyclo[7.3.1.02,7]trideca-2,4,6-trien-4-yl)-ethyl]-carbamic acid tert-butyl ester (1.88 g, 37%), yellow solid, Rf=0.35 (Cyclohexane:EtOAc, 2:8), lH NMR (CDC13) : 6.98 (dd, IH, J=8.1 Hz, J=1.5 Hz), 6.94 (dd, IH, J=1.5 Hz), 6.59 (d, IH, J=8.1 Hz), 4.67-4.36 (m, IH), 4.60-4.50 (m, IH), 4.45-4.35 (m, IH), 3.81-3.65 (m, 2H), 3.63 (brs, IH), 3.37-3.20 (m, 2H), 2.91 (t, IH, J=10.0 Hz), 2.71-2.61 (m, 2H), 2.15-2.05 (m, 2H), 2.15-2.05 (m, 2H), 1.88 (dd, IH, J=4.7 Hz, J=2.0 Hz), 1.43 (s, 9H). Second eluting fraction (intyermediate 2): [2-((lR,9R,10S)-10-Hydroxy-12-oxa-8-aza- tricyclo[7.3.1.02,7]trideca-2,4,6-trien-4-yl)-ethyl]-carbamic acid tert-butyl ester (2.0 g, 41%), white solid, Rf=0.25 (Cyclohexane:EtOAc, 2:8), lH NMR (CDCI3) : 7.01-6.93 (m, 2H), 6.51 (d, IH, J=8.0 Hz), 4.71-4.68 (m, IH), 4.60-4.48 (m,lH), 3.67-3.61 (m, IH), 3.59-3.48 (m, 3H), 3.38- 3.24 (m, 2H), 2.67 (t, 2H, J=7.0 Hz), 2.56 (dt, IH, J=13.5 Hz, J=3.0 Hz, J=3.0 Hz), 2.31 (d, IH, 7.3 Hz), 1.59-1.53 (m,lH), 1.43 (s, 9H).

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 tert-Butyl 4-aminophenethylcarbamate.

Reference:
Patent; MERCK PATENT GMBH; JORAND-LEBRUN, Catherine; JOHNSON, Theresa L.; GRAEDLER, Ulrich; JIANG, Xuliang; ROCHE, Didier; LEMOINE, Hugues; GILARDONE, Marine; (61 pag.)WO2017/173049; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics