Amides-buliding-blocks

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. 15910-91-5, name is 1-Methylcyclopropanecarboxamide, A new synthetic method of this compound is introduced below., category: amides-buliding-blocks

A -78 C. solution of 1-methylcyclopropanecarboxamide (1.35 g, 13.6 mmol) in THF (30 mL) was treated drop-wise with lithium bis(trimethylsilyl)amide (1M THF, 17.7 mL, 17.7 mmol), stirred for 0.5 h, treated drop-wise with a solution of isopropenyl chloroformate (1.94 mL, 17.7 mmol) in THF (5 mL), stirred at -78 C. for 1 h, then allowed to warm to RT and stirred for 1 h. The mixture was quenched with satd. NaHCO3, extracted with EtOAc (3*) and the combined organics were dried over Na2SO4 and concentrated to dryness to afford crude prop-1-en-2-yl (1-methylcyclopropanecarbonyl)carbamate (2.9 g, 116%) which was used without further purification.

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:
Patent; Deciphera Pharmaceuticals, LLC; Flynn, Daniel L.; Caldwell, Timothy Malcolm; Samarakoon, Thiwanka; Vogeti, Lakshminarayana; Kaufman, Michael D.; Patt, William C.; Ahn, YuMi; US2014/275016; (2014); A1;,
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Synthetic Route of 6529-94-8, A common heterocyclic compound, 6529-94-8, name is 7-Methoxy-2H-benzo[b][1,4]oxazin-3(4H)-one, molecular formula is C9H9NO3, 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 7-mthoxy-4H-benzo[1,4]oxazin-3-one (1.9 g, 10.6 mmol) in AcOH (20 ml_), is added droppedwise fuming HN03 (13.7 ml_) below 10 C. After stirred for 3 h, the reaction mixture is poured into ice cold water and the resulting white solids are collected by filtration. The solids are washed with H20 and hexane and dried in vacuo to give 7-mthoxy-6-nitro-4H-benzo[1,4]oxazin-3-one (1.4 g, 59%)

The synthetic route of 6529-94-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GmbH; WO2006/21454; (2006); A2;,
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Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 478837-18-2, name is tert-Butyl 3-hydroxy-8-azabicyclo[3.2.1]octane-8-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 478837-18-2, HPLC of Formula: C12H21NO3

tert-Butyl 3-hydroxy-8-azabicyclo[3.2.1 ]octane-8-carboxylate as obtained in step 1 (100 mg, 2.0 mmol), acetonitrile (2 mL) and 4 M hydrogen chloride in 1,4-dioxane (2 mL) were combined and stirred at 700C for 15 minutes. The reaction mixture was concentrated and dried to give 8-azabicyclo[3.2.1]octan-3-ol hydrochloride salt (71 mg, 100% yield). MS (EI) for C7H13NO: 128 (MH+).

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; EXELIXIS, INC.; AAY, Naing; BLAZEY, Charles, M.; BOWLES, Owen, Joseph; BUSSENIUS, Joerg; CURTIS, Jeffry, Kimo; DEFINA, Steven, Charles; DUBENKO, Larisa; HARRIS, Jason, R.; JACKSON-UGUETO, Eileen, E.; KIM, Angie, Inyoung; MANALO, Jean-claire, Limun; PACK, Michael; PETO, Csaba, J.; RICE, Kenneth, D.; TSANG, Tsze, H.; WANG, Longcheng; WO2010/138490; (2010); A1;,
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Electric Literature of 362670-09-5,Some common heterocyclic compound, 362670-09-5, name is N1-Boc-5-methoxy-1,2-benzenediamine, molecular formula is C12H18N2O3, 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 M51 {5-Methoxy-2-[3-oxo-3-(3-pyridin-3-yl-phenyl)-propionylamino]-phenyl}-carbamic acid tert-butyl ester The title compound was prepared from (2-Amino-5-methoxy-phenyl)-carbamic acid tert-butyl ester (Example J12) (179 mg, 0.75 mmol) and 3-oxo-3-(3-pyridin-3-yl-phenyl)-propionic acid tert-butyl ester (Example K1) (223 mg, 0.75 mmol) according to the general procedure M. Obtained as a light brown foam (256 mg). MS (ISN) 460.3 [(M-H)-].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route N1-Boc-5-methoxy-1,2-benzenediamine, its application will become more common.

Reference:
Patent; Adam, Geo; Goetschi, Erwin; Wichmann, Juergen; Woltering, Thomas Johannes; US2003/166639; (2003); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 17193-28-1, These common heterocyclic compound, 17193-28-1, name is 1-Amino-1-cyclopentanecarboxamide, 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: HATU (90 mg, 0.24 mmol) was added to a solution of 1g (60 mg, 0.19) in DMA (0.75 mL) at 0 C. After 20 min, tert-butylamine (20 mg, 0.28) and DIPEA (50 mg, 0.38 mmol) in DMA (0.4 mL) were added. The reaction mixture was stirred at rt for 20 hrs. The reaction mixture was quenched with aqueous TFA (4%, 0.4 mL), then, extracted with EtOAc (10 mL). The organic layer was washed with water and brine, concentrated in vacuo, then, purified by reverse phase chromatography eluted with ACN and water, and dried using lyophilization to afford the title product as white solid. ESI-MS, m/z 360 (MH)+.

The synthetic route of 17193-28-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VenatoRx Pharmaceuticals, Inc.; BURNS, Christopher J.; COBURN, Glen; LIU, Bin; YAO, Jiangchao; BENETATOS, Christopher; BOYD, Steven A.; CONDON, Stephen M.; HAIMOWITZ, Thomas; US2019/375708; (2019); A1;,
Amide – Wikipedia,
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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. 127828-22-2, name is tert-Butyl (2-(2-aminoethoxy)ethyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C9H20N2O3

Step 1t-Butyl (2-(2-aminoethoxy)ethyl)carbamate (204 mg, 1 mmol) was dissolved in saturated aq. NaHCO3 (1 0 mL). The solution was cooled to 0 C. Methyl-2,5-dioxo-2,5- dihydro-1 H-pyrrole-1 -carboxylate (155 mg, 1.0 mmol) was then added. The reaction was stirred for 1 .5 h at 0 C. The pH was adjusted to 1 -2 with 2M HCl, and the mixture was extracted with EtOAc (3 X 20 mL). The combined organic phases was washed with brine, dried over MgSO4, filtered, and concentrated. The residue was purified by ISCO using a 0-4% gradient of MeOH in DCM to obtain tert-butyl (2-(2-(2,5-dioxo-2,5-dihydro-1 H-pyrrol- 1 -yl)ethoxy)ethyl)carbamate. 1H NMR (400 MHz, CD3OD): 6.82 (s, 2H), 3.68 (t, J = 5.4 Hz, 2H), 3.59 (t, J = 5.4 Hz, 2H), 3.46 (t, J = 5.6 Hz, 2H), 3.1 8-3.14 (m, 2H), 1.43 (s, 9H). MS m/z 1 85.1 (M+1 -Boc). Retention time 0.918 min.

The synthetic route of 127828-22-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; GEIERSTANGER, Bernhard; GRUNEWALD, Jan; OU, Weijia; PAN, Shifeng; UNO, Tetsuo; WAN, Yongqin; WANG, Xing; WO2015/189791; (2015); A1;,
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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. 50667-69-1, name is 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide, This compound has unique chemical properties. The synthetic route is as follows., name: 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide

To a solution of 2-chloro-6-methylbenzoic acid (2.0 g, 11.72 mmol) in cone H2SO4 (4 mL) was added 2,2,2-trifluoro-N-(hydroxymethyl)acetamide (1.26 g, 8.80 mmol). The mixture was stirred at rt for 16 h. The reaction mixture was poured into ice-water and stirred for 2 h. The precipitate was collected by filtration and dried to afford 1.80 g of the title product and 6- chloro-2-methyl-3-((2,2,2-trifluoroacetamido)methyl)benzoic acid as mixture of products.

According to the analysis of related databases, 50667-69-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; GHARAT, Laxmikant Atmaram; BANERJEE, Abhisek; PAWAR, Mahesh Yashwant; KHAIRATKAR-JOSHI, Neelima; KATTIGE, Vidya Ganapati; WO2013/38308; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 85006-25-3, The chemical industry reduces the impact on the environment during synthesis 85006-25-3, name is tert-Butyl (tert-butoxycarbonyl)oxycarbamate, I believe this compound will play a more active role in future production and life.

Example 29: 2-r i -r2,5-difluoro-4-rr(3,S,,6R)-3-methyl-l,l-dioxo-6-phenyl-thiazinan-2- Step 1: ferf-Butyl ((ferf-butoxycarbonyl)oxy)(l-(2,5-difluoro-4-(((3^,6R)-3-methyl-l,l-dioxido-6-phenyl- l,2-thiazinan-2-yl)methyl)phenyl)ethyl)carbamate To a solution of l-(2,5-difluoro-4-(((35′,6R)-3-methyl-l,l-dioxido-6-phenyl-l,2-thiazinan-2- yl)methyl)phenyl)ethyl methanesulfonate (500 mg, 1.1 mmol) in acetonitrile (30 mL) was added tert- butyl ferf-butoxycarbonyloxycarbamate (492 mg, 2.1 mmol) and Cs2C03 (1 g, 3.1 mmol). The mixture was stirred at 130 C for 3 h. The solid was removed by filtration and the filtrate was evaporated. The resulting residue was purified by Biotage Flash column (20 g silica, UV254, PE/EA= 1:0-2: 1) to afford the title compound (363 mg, 50% yield) as a white solid. LCMS (ESI): m/z = 633.0 [M+Na]+.

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, tert-Butyl (tert-butoxycarbonyl)oxycarbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; FAUBER, Benjamin; LADDYWAHETTY, Tammy; RENE, Olivier; (105 pag.)WO2016/96936; (2016); 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. 2603-10-3, name is Methyl N-Phenylcarbamate, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 2603-10-3

General procedure: The urethane 1 (0.66 mmol) was dissolved in dry toluene (2 mL). The alcohol (3 equiv, 1.98 mmol) and the base (1.2 equiv,0.79 mmol) were added and the reaction mixture was heated at 60C with continuous agitation during 20h. To isolate thepure product, water (10 mL) and ethyl acetate (10 mL) were added to the reaction mixture. The organic layer was separated,dried on magnesium sulfate and the solvent was evaporated. The residue was purified by silica column chromatographyeluting with a 10-50% ethyl acetate/cyclohexane gradient. The fractions were concentrated under reduced pressure to givethe desired product 2.

According to the analysis of related databases, 2603-10-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Rhone, Benoit; Semetey, Vincent; Synlett; vol. 28; 15; (2017); p. 2004 – 2007;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 96-30-0, name is 2-Chloro-N-methylacetamide, molecular formula is C3H6ClNO, 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. Safety of 2-Chloro-N-methylacetamide

To a solution of bumetanide 32-1 (2.5 g, 6.86 mmol) in N,N-Dimethylformamide (25 mL) were added tri ethyl amine (1.4 mL, 10.2 mmol), Nal (1 .13 g, 7.5 mmol) and 2-Chloro-N-methyl-acetamide 32-2 (0.88 g, 8.23 mmol) at 0-5 C. The reaction mixture was allowed to stir at 50 C for lOh. The reaction mass was diluted with ethyl acetate (300 mL) and washed with water (2 X 100 mL), dried over sodium sulfate and concentrated under reduced pressure. The crude product obtained upon evaporation of volatiles was purified by silica gel (230-400 mesh) column chromatography to give product Compound 25 as an off white solid 1.8 g (60%). 1H NMR (400 MHz, DMSO-de) d 8.09 (q, 1H), 7.74 (d, J = 2 Hz, 1H), 7.47-7.35 (m, (0926) 3H), 7.27 (t, j = 8 Hz, 2H), 7.02 (t, J = 8 Hz, i l l), 6.85 (d, J = 8 Hz, 2H), 5.18 (t, 1H), 4.73 (s, 21 1 > 3.12-3.01 (m, 2H), 2.64 (d, 31 1). 1.37 (quintet, 2H), 1.11 (sextet, 2H), 0.77 (t, 3H); MS m/z [M+H]+ 436.7.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 96-30-0, its application will become more common.

Reference:
Patent; GRAYBUG VISION, INC.; YANG, Ming; BAUMAN, John, G.; ZHANG, Jinzhong; HOANG, Nu; CLELAND, Jeffrey, L.; (355 pag.)WO2019/210215; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics