Tag: M.W=200-300

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 164332-88-1 as follows. Quality Control of tert-Butyl (2-(2-bromoethoxy)ethyl)carbamate

Example 5-3-1 Preparation of tert-butyl (2-{2-[{5-(2-{2-[(tert- butoxycarbonyl)amino]ethoxy}ethoxy)-2-[1 -(4-ethoxy-2,6-difluorobenzyl)-1 H-indazol-3- yl]pyrimidin-4-yl}(pyridi -4-yl)amino]ethoxy}ethyl)carbamate35 mg 2-[1 -(4-ethoxy-2,6-difluorobenzyl)-1 H-indazol-3-yl]-4-(pyridin-4-ylamino)- pyrimidin-5-ol 5-1-1 (0.074 mmol, 1.0 eq.) was dissolved in 0.6 mL DMF. 31 mg potassium carbonate (0.22 mmol, 3.0 eq.) and 20 mg tert-butyl [2-(2- bromoethoxy)ethyl]carbamate 5-2-1 (0.074 mmol, 1 .0 eq.) were added. The reaction mixture was stirred at room temperature over night. 20 mg tert-butyl [2-(2- bromoethoxy)ethyl]carbamate 5-2-1 (0.074 mmol, 1 .0 eq.) was added and the reaction mixture was stirred for 2.5 h at room temperature. Butanone was added and the organic layer was washed with brine. The aqueous layer was extracted with butanone. The combined organic layers were dried with a waterresitent filter and concentrated in vacuo. The crude product was purified by flash chromatography to provide the 85% pure target compound: 20 mg, 0.03 mmol, 34%.retention time: 1 .20 minMS ES+: 662.3 [M+H]+

According to the analysis of related databases, 164332-88-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; MENGEL, Anne; LERCHEN, Hans-Georg; MUeLLER, Thomas; BAeRFACKER, Lars; HITCHCOCK, Marion; CLEVE, Arwed; BRIEM, Hans; SIEMEISTER, Gerhard; BONE, Wilhelm; FERNANDEZ-MONTALVAN, Amaury Ernesto; SCHROeDER, Jens; MOeNNING, Ursula; HOLTON, Simon; (224 pag.)WO2016/42080; (2016); A1;,
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Electric Literature of 6292-59-7, These common heterocyclic compound, 6292-59-7, name is 4-(tert-Butyl)benzenesulfonamide, 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 5-(2-methoxyphenoxy)-2-(2′-pyrimidinyl)-4,6-dihydroxy pyrimidine compound of formula-4 (100 g), POCI3 (500 ml) was added. Heated the reaction mixture to 90¡ãC and stirred for 30 min. The temperature of the reaction mixture was raised to 105¡ãC and was stirred for 8 hrs. The reaction mixture was cooled to 6O0C and concentrated to obtain a residue. The reaction mixture was quenched with ice water and toluene (1200 ml) was added to it. The pH was adjusted to 8-9 with 30percent sodium hydroxide solution. The organic and the aqueous layers were separated. The aqueous layer was extracted with toluene (200 ml). The organic layers were combined, washed with water and dried. The solvent was concentrated to 1200 ml and a solution of 4-tert- butyl benzene sulfonamide (6) (48 g) in toluene (600 ml), potassium carbonate (35 g) and tetra butyl ammonium bromide (10 g) was added and the reaction mixture was heated to 50¡ãC. The reaction mixture was heated to refluxed using dean stark apparatus for 10 hrs. The reaction mixture was cooled to 25¡ãC.The solid obtained was filtered and made slurry in water. The solid was filtered, washed with water and dried. Yield: 92 g

Statistics shows that 4-(tert-Butyl)benzenesulfonamide is playing an increasingly important role. we look forward to future research findings about 6292-59-7.

Reference:
Patent; MSN LABORATORIES LIMITED; WO2009/95933; (2009); A2;,
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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. 830-43-3, name is 4-(Trifluoromethyl)benzenesulfonamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 4-(Trifluoromethyl)benzenesulfonamide

General procedure: In 25ml RB flask to a solution of Compound 9 (200 mg) in dry DMF (5ml), EDCI (250 mg, 1.25eq) and DMAP (130 mg,1eq) were added followed by addition of Sulfonamide (1eq). RM was stirred at RT for 4hrs. Solvent from the reaction mixture was evaporated. To the residue water was added and acidified with 6N HCl, solid precipitated out. Solid was filtered and dried. Crude solid was purified by flash chromatography eluating with 4-8% MeOH/DCM as solvent system to give pure product.

The synthetic route of 830-43-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Patil, Vikas; Kale, Manoj; Raichurkar, Anandkumar; Bhaskar, Brahatheeswaran; Prahlad, Dwarakanath; Balganesh, Meenakshi; Nandan, Santosh; Shahul Hameed; Bioorganic and Medicinal Chemistry Letters; vol. 24; 9; (2014); p. 2222 – 2225;,
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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. 406233-31-6, name is 4-Fluoro-3-nitrobenzenesulfonamide, A new synthetic method of this compound is introduced below., name: 4-Fluoro-3-nitrobenzenesulfonamide

General procedure: To an ice cold stirred solution of compound 4a-4u (1 eq) in anhydrousDCM (10 mL for 1 mmol of substrate), TEA (3 eq) was added dropwise and stirred for 10 min. Compound 5 (1 eq) was added slowly andstirred at RT for 16 h (precipitation was observed during the reactionprogress). TLC showed completion of reaction. The reaction mixturewas concentrated under reduced pressure. Water was added to thecrude material and stirred for 30 min. Obtained solid was filtered,washed with water and dried under vacuum. The solid was trituratedwith ethyl acetate, filtered and dried under high vacuum to affordcompound 6a-v.

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; Kalisha Vali; Gundla, Rambabu; Singh, Om V.; Tamboli, Yasinalli; Di Cesare Manelli, Lorenzo; Ghelardini, Carla; Al-Tamimi, Abdul-Malek S.; Carta, Fabrizio; Angeli, Andrea; Supuran, Claudiu T.; Bioorganic Chemistry; vol. 92; (2019);,
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Adding a certain compound to certain chemical reactions, such as: 579474-47-8, name is tert-Butyl 2-amino-4-fluorophenylcarbamate, 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 579474-47-8, Product Details of 579474-47-8

Step 4. A mixture of tert-butyl 2-amino-4-fluorophenylcarbamate (2.70 g, 11.95 mmol), 4,6-dichloro-2-(methylsulfonyl)pyrimidine (2.71 g, 11.95 mmol) and DMSO (15 mmol) was stirred at ambient temperature overnight. The mixture was partitioned betweenethyl acetate and water. The organic phase was washed twice with water, then brine, dried over Mg504, then filtered and the remaining liquid evaporated. The residual tert-butyl 2-(6-chloro-2-(methylsulfonyl)pyrimidin-4-ylamino)-4-fluorophenylcarbamate was used directly in the next step.

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; PTC THERAPEUTICS, INC.; DU, Wu; BAIAZITOV, Ramil; LEE, Chang-sun; MOON, Young-Choon; PAGET, Steven, D.; REN, Hongyu; SYDORENKO, Nadiya; WILDE, Richard, Gerald; WO2015/30847; (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. 108468-00-4, name is 1-(N-Boc-aminomethyl)-4-(aminomethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-(N-Boc-aminomethyl)-4-(aminomethyl)benzene

2,4-dichloro-3-nitroquinoline (150 mg, 0.617 mmol) was dispersed in anhydrous DCM (10 mL) and stirred at room temperature for 5 min before a solution of l-(N-Boc-aminomethyl)-4-(aminomethyl)benzene (146 mg, 0.617 mmol) in DCM (lOmL) with EbN (90pL) was added in dropwise. This mixture was then stirred at 20 C for 3 h, then added asolution of l-(N-Boc-aminomethyl)-4-(aminomethyl)benzene (90 mg) with EbN (90 uL) and was allowed to stir at 20 C for 24 h, where LCMS saw full conversion of the dichloro-nitro-quinoline. The reaction mixture was diluted with DCM to 25 mL and was washed with brine, which was extracted with 2x 50 mL DCM. The combined organic phases were dried with Na2S04, filtered, and concentrated before the crude product was purified by flash column chromatography on silica (hexane/ethyl acetate 3:2). Product containing fractions with single spot by TLC were pooled and concentrated to an orange oil that was further concentrated to an orange solid at 0.2 mbar. Yielded 246.9 mg (90%). Rf = 0.57 (hexane/ethyl acetate 1 : 1 (v/v)). UPLCMS of product (LC2, C’ is): Retention time = 4.58 min. Calculated mass of C22H23CIN4O4 = 442.14; Observed [M+Na:M+Na+2]? as m/z = 465.1/467.2 in a 3: 1 ratio. NMR (400 MHz, DMSO-d6) d 8.53 (d, J= 8.5 Hz, 1H), 8.48 (t, J= 6.3 Hz, 1H), 7.88- 7.81 (m, 2H), 7.67 (ddd, J= 8.4, 5.3, 2.9 Hz, 1H), 7.36 (t, J= 6.2 Hz, 1H), 7.21 (d, J= 8.3 Hz, 2H), 7.17 (d, J= 8.4 Hz, 2H), 4.41 (d, J= 6.1 Hz, 2H), 4.09 (d, J= 6.2 Hz, 2H), 1.38 (s, 9H).13C NMR (101 MHz, DMSO) d 155.8, 145.3, 144.4, 141.1, 139.5, 136.1, 132.3, 128.6, 127.0, 126.9, 126.7, 126.5, 123.1, 119.7, 77.8, 46.6, 43.0, 28.2.

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 108468-00-4.

Reference:
Patent; TORQUE THERAPEUTICS, INC.; ANDRESEN, Thomas Lars; HENRIKSEN, Jonas Rosager; KRAEMER, Martin Kisha; (217 pag.)WO2020/23680; (2020); A1;,
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Some common heterocyclic compound, 121-30-2, name is 4-Amino-6-chlorobenzene-1,3-disulfonamide, molecular formula is C6H8ClN3O4S2, 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. Recommanded Product: 121-30-2

A suspension of 1000 g (3.5 mol) of 4-Amino-6-chloro-l,3-benzenedisulfonamide Q and 78.9 g (2.63 mol) paraformaldehyde in 1264 ml of methanol was heated to reflux and a solution of 55.56 ml of concentrated sulphuric acid in 180.54 ml of methanol was added to the refluxing reaction mixture. After refluxing for one hour additional 23.34 g (0.78 mol) paraformaldehyde was added. The reaction mass was further refluxed for one hour and one more lot of 13.88 g (0.46 mol) paraformaldehyde was 5 added. The combined reaction mixture was refluxed for six hours followed by cooling to 20-300C. It was further stirred at this temperature for one hour and filtered; the solid mass was washed successively with methanol and water to get 980 g off white crude wet product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 121-30-2, its application will become more common.

Reference:
Patent; UNICHEM LABORATORIES LIMITED; WO2007/26376; (2007); A2;,
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Electric Literature of 112434-18-1, The chemical industry reduces the impact on the environment during synthesis 112434-18-1, name is Benzyl (2,4-difluorophenyl)carbamate, I believe this compound will play a more active role in future production and life.

Step 2 – Preparation of (2,4-difluoro-3-formyl-phenyl)-carbamic acid benzyl ester (33):[0230] In a round bottom flask (2,4-difluoro-phenyl)-carbamic acid benzyl ester (30, 3.83 g, 14.5 mmol) is combined with 148 mL of tetrahydrofuran. The solution is chilled to -78 C and n-butyllithium (19.1 mL, 1.60 M in hexane, 30.0 mmol) is added over 30 minutes, followed by the addition of N,N- dimethylformamide (1.12 mL, 14.5 mol). The reaction mixture is allowed to warm to ambient temperature and is stirred overnight, then poured into water and extracted with ethyl acetate. The organic layer is washed with brine, dried over sodium sulfate, filtered and the filtrate concentrated under vacuum. The resulting material is crystallized from ether to provide the desired compound (33, 3.0 g, 71%).

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, Benzyl (2,4-difluorophenyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PLEXXIKON, INC.; IBRAHIM, Prabha, N.; SPEVAK, Wayne; CHO, Hanna; SHI, Songyuan; ZHANG, Chao; ZHANG, Ying; WO2011/63159; (2011); A1;,
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Some common heterocyclic compound, 917342-29-1, name is tert-Butyl (trans-4-(2-hydroxyethyl)cyclohexyl)carbamate, molecular formula is C13H25NO3, 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. category: amides-buliding-blocks

Compound 1 (2.43g, 10mmol), Triethylamine (2g, 20mmol) was added to dichloromethane (30mL), Cool down to internal temperature 0 5 , A solution of methanesulfonyl chloride (1.1 g, 10 mmol) in dichloromethane (10 mL) was added dropwise with stirring, After the dropwise addition was completed, the temperature was raised to room temperature and reacted for 3h; After the reaction was completed, the solvent was concentrated to dryness to obtain a crude intermediate 2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 917342-29-1, its application will become more common.

Reference:
Patent; Shanghai Xunhe Pharmaceutical Technology Co., Ltd.; Zheng Yongyong; Wei Nongnong; Jin Hua; Zhou Feng; Huang Meihua; (20 pag.)CN110372557; (2019); A;,
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Electric Literature of 112253-70-0, These common heterocyclic compound, 112253-70-0, name is 2-Amino-4-bromobenzamide, 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.

Reflux a solution of 2-amino-4-bromobenzamide (27 g, 0.13 mol; see Joshi and Chaudhari (1987) Indian J. CHEM., Sect. B, 26B (6) : 602-4) in 2-CHLORO-1, 1, 1-TRIMETHOXYETHANE (50 mL) for 30 minutes, during which time a large precipitate appears. Evaporate the mixture fully and triturate with ether to collect 7-BROMO-2-CHLOROMETHYL-3H-QUINAZOLIN-4-ONE as a white solid

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

Reference:
Patent; NEUROGEN CORPORATION; WO2004/55003; (2004); A1;,
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Amide – an overview | ScienceDirect Topics