Category: 94838-59-2

Reference of 94838-59-2, These common heterocyclic compound, 94838-59-2, name is tert-Butyl 4-aminophenethylcarbamate, 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.

Example 15 – Preparation of tert-Butyl (4-(2-chloroacetamido)phenethyl)carbamate. tert-Butyl (4-aminophenethyl)carbamate prepared according to Example 14 (7.50 grams, 31.7 mmol, 1.0 eq) was dissolved in CH2C12 (500 mL) and cooled to 0C in an ice bath. DMAP (6.23 g, 51.0 mmol, 1.6 eq) was added in one go and the mixture was allowed to stand for 10 minutes before a solution of chloroacetyl chloride (3.00 ml, 37.7 mmol, 1.2 eq) in 100 ml CH2C12 was added drop wise over 20 minutes to the stirring mixture. The mixture was then left at 0C for 30 minutes and at room temperature for 3 hours before it was concentrated under reduced pressure. The sticky red residue was dissolved in CH2C12 (250 mL) and washed with 0.5 M aqueous acetic acid (2 x 200 mL), 0.5 M aqueous NaHC03 (1 x 100 mL) and dried on anhydrous K2C03. The solution was filtered through a (4 cm x 5 cm long) silica gel plug using 75% ethyl acetate in heptane to elute. Removal of the volatiles under reduce pressure yielded 7.46 g of the title compound (23.8 mmol, 75%). 1H NMR (300 MHz, DMSO- ) 6 10.21 (s, 1H), 7.49 (d, J= 8.4 Hz, 2H), 7.14 (d, J= 8.4 Hz, 2H), 6.84 (t, J= 5.6 Hz, 1H), 4.23 (s, 2H), 3.18 – 2.99 (m, 2H), 2.74 – 2.56 (m, 2H), 1.36 (s, 9H). 13C NMR (101 MHz, DMSO) delta 164.4, 155.5, 136.5, 134.9, 128.9, 119.4, 77.4, 43.5, 41.5, 34.9, 28.2.

Statistics shows that tert-Butyl 4-aminophenethylcarbamate is playing an increasingly important role. we look forward to future research findings about 94838-59-2.

Reference:
Patent; UNIVERSITETET I OSLO; GOLDING, Louise; RONGVED, Pal; ASTRAND, Ove Alexander H°gmoen; BAYER, Annette; LEIROS, Hanna-Kirsti Schr°der; SAMUELSEN, Ørjan; EDVARDSEN, Kine Susann Waade; WO2015/49546; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 94838-59-2, A common heterocyclic compound, 94838-59-2, name is tert-Butyl 4-aminophenethylcarbamate, molecular formula is C13H20N2O2, 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.

A mixture of 2-(pyrrolidin-l-yl)acetic acid(l94 mg, 1.5 mmol), HATU (627 mg, l .65mmol) and DIPEA (582 mg, 4.5 mmol) in DCM (10 mL) was stirred at room temperature for 0.5 h. Then tert- butyl 4-aminophenethylcarbamate (354 mg, 1.5 mmol) was added and the reaction was stirred at room temperature overnight. TLC showed the reaction completed. The reaction mixture was concentrated and purified by column chromatography to afford the title compound as yellow solid (220 mg, 42.3 % yield). NMR (500 MHz, DMSO-riri) d: 9.74 (s, 1H), 7.53 (d, J= 8.3 Hz, 2H), 7.12 (d, J= 8.3 Hz, 2H), 6.86 (t, J= 5.3 Hz, 1H), 3.37 (s, 2H), 3.10 (dd, J= 13.9, 6.5 Hz, 2H), 2.70 (d, J= 3.3 Hz, 4H), 2.66 – 2.60 (m, 2H), 1.78 (dd, J= 6.1, 3.0 Hz, 4H), 1.37 (s, 9H).

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; ZHEJIANG VIMGREEN PHARMACEUTICALS, LTD; SUN, Sanxing; ZHAO, Long; HU, Chongbo; CHEN, Zhengshu; YE, Jinqi; (0 pag.)WO2020/2969; (2020); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 94838-59-2, name is tert-Butyl 4-aminophenethylcarbamate, 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 94838-59-2, HPLC of Formula: C13H20N2O2

2-(1,3-dioxo-2Hisoindol-2-yl)-4- thiazolylacetic acid(Formula 3-1) (CAS No. 954268-27-0) (20.0 g, 0.069 mole) and Hydroxybenzotriazole hydrate (11.9 g, 0.077 mole) was dissolved in dichloromethane (160 ml), and then cooled to 0 to 5 C. N, N-dicyclohexylcarbodiimide (14.3 g, 0.069 mole) was dissolved in dichloromethane (40 ml) and slowly added dropwise to the cooled mixture, and then Maintaining temperature at 0 ~ 5 and stirred for 30 min. To the suspended reaction solution [2- (4-aminophenyl) Ethyl] carbamic acid tert-butyl ester (Formula 2-1) (CAS No. 94838-59-2) (16.4 g, 0.069 mole) and Triethylamine (7.02 g, 0.069 mole) was added thereto and stirred at room temperature (20 to 25 C) for 24 hours. After completion of the reaction, the reaction solution was cooled to 0 to 5 C, stirred for 12 hours, and filtered. After filtration, the residue was washed with dichloromethane (20 ml), and the filtrate was obtained. The residue was extracted with 200 ml of brine solution. The extraction was carried out three times. An organic layer was obtained, and the solid obtained by concentration under reduced pressure at 35 to 40 C was vacuum-dried at 35 to 40 C for 15 hours to obtain the compound of Formula 5-1 (30.5 g, yield 87%).

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; Nebular Perm Nosebleed A Co., Ltd.; Jeong In-hwa; Lee In-gyu; Mo Gil-ung; Han Hae-su; Han Ga-ram; Shin Jae-won; Kim Hyeon-jeong; Kim A-reum; Jeong Gi-won; Ahn Ji-hun; (23 pag.)KR2018/138058; (2018); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 94838-59-2, name is tert-Butyl 4-aminophenethylcarbamate, 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 94838-59-2, Product Details of 94838-59-2

Example 167 N-[4-(2-tert-Butoxycarbonylaminoethyl)phenyl]-(2-chloro-5-nitrophenyl)carboxamide The title compound (10.0 g, yield 99%) was obtained according to the procedure described in Example 2 using 4-(2-tert-butoxycarbonylaminoethyl)aniline (5.66 g, 24 mmol), DMA (50 ml) and 2-chloro-5-nitrobenzoyl chloride (6.32 g, 28.8 mmol). 1H-NMR (400 MHz, DMSO-d6, TMS): delta(ppm) 1.37 (9H, s), 2.67 (2H, t, J=7.5 Hz), 3.10-3.13 (2H, m), 7.19 (2H, d, J=8.4 Hz), 7.61 (2H, d, J=8.4 Hz), 7.89 (1H, d, J=8.8 Hz), 8.34 (1H, dd, J=2.8, 8.8 Hz), 8.44 (1H, d, J=2.8 Hz), 10.64 (1H, s); MS(FAB) m/z: 420 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl 4-aminophenethylcarbamate, and friends who are interested can also refer to it.

Reference:
Patent; SANKYO COMPANY, LIMITED; US2003/134859; (2003); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

94838-59-2, name is tert-Butyl 4-aminophenethylcarbamate, 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. COA of Formula: C13H20N2O2

Tert-butyl (4-aminophenethyl)carbamate (2.33 g, 9.89 mmol, 1.0 eq) was dissolved in DCM (100 mL) and mixed with HBTU (3.75 g, 9.89 mmol, 1.0 eq) and cooled to 0C using an ice bath. Azidoacetic acid (1.0 g, 9.89 mmol, 1.0 eq) was added to the stirring mixture followed by NMM (2.18 mL, 19.79 mmol, 2.0 eq). The mixture was stirred 1 hour at 0C and 23 hours at room temperature. The mixture was then diluted with 0.5 M NaHC03 (100 mL) and the organic phase was separated. The aqueous phase was then extracted two times with 50 mL DCM, the combined organic phases dried over MgS04, filtered and concentrated in vacuo. The crude material was further purified using column chromatography on Si02 with 50-100% EtOAc in heptane as eluent. This gave a pale yellow solid.

The synthetic route of 94838-59-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITETET I OSLO; GOLDING, Louise; RONGVED, Pal; ASTRAND, Ove Alexander H°gmoen; SAMUELSEN, Ørjan; SCHNAARS, Christian; KILDAHL-ANDERSEN, Geir; (234 pag.)WO2018/33719; (2018); 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. 94838-59-2, name is tert-Butyl 4-aminophenethylcarbamate, This compound has unique chemical properties. The synthetic route is as follows., category: amides-buliding-blocks

A mixture of 2-(4-fluoropiperidin-l-yl)acetic acid(239 mg, 1.48 mmol), HATU (619 mg, l.63mmol) and DIPEA (524 mg, 4.44 mmol) in DCM (10 mL) and DMF(lOmL) was stirred at room temperature for 0.5 h. Then tert- butyl 4-aminophenethylcarbamate (350 mg, 1.48 mmol) was added and the reaction was stirred at room temperature overnight. TLC showed the reaction completed. The reaction mixture was concentrated and purified by column chromatography to afford the title compound as yellow solid (400 mg, 71.3% yield). ‘H NMR (500 MHz, DMSO- d6) d: 10.38 (s, 1H), 7.50 (d, J= 8.3 Hz, 2H), 7.18 (t, J= 8.5 Hz, 2H), 6.87 (d, J= 5.5 Hz, 1H), (0881) 4.92 (d, J= 52.6 Hz, 1H), 3.95 (dd, J= 34.1, 9.3 Hz, 1H), 3.11 (dd, J= 13.9, 6.5 Hz, 5H), 2.81 (d, .7= 79.7 Hz, 1H), 2.65 (t, J= 7.4 Hz, 2H), 2.20 – 1.99 (m, 4H), 1.91 (s, 1H), 1.36 (s, 10H).

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 94838-59-2.

Reference:
Patent; ZHEJIANG VIMGREEN PHARMACEUTICALS, LTD; SUN, Sanxing; ZHAO, Long; HU, Chongbo; CHEN, Zhengshu; YE, Jinqi; (0 pag.)WO2020/2969; (2020); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 94838-59-2, name is tert-Butyl 4-aminophenethylcarbamate, 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 94838-59-2, Computed Properties of C13H20N2O2

Tert-butyl (4-aminophenethyl)carbamate (4.5 g, 21.83 mmol, 1.0 eq) was dissolved in DCM (150 mL) and cooled to 0C using an ice bath. DMAP (1.6 eq) was added in one portion to the stirring mixture followed by dropwise addition of bromoacetyl bromide (1.2 eq) in 50 mL DCM. The mixture was stirred for 30 minutes at 0C and then 1.5 hours at room temperature before it was concentrated in vacuo. The crude material was purified using column chromatography on Si02 with 75-100% EtOAc in heptane as eluent. This gave a colorless solid which was used directly in the next example.

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; UNIVERSITETET I OSLO; GOLDING, Louise; RONGVED, Pal; ASTRAND, Ove Alexander H°gmoen; SAMUELSEN, Ørjan; SCHNAARS, Christian; KILDAHL-ANDERSEN, Geir; (234 pag.)WO2018/33719; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 94838-59-2, 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. 94838-59-2, name is tert-Butyl 4-aminophenethylcarbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Compound 31: Add 30 (1.0 mmol) drop-wise to a solution of 29 (1.0 mmol) and NEt3 (2.0 mmol) in THF 10.0 mL under nitrogen at 0 C. When the reaction is completed, dilute with ethyl acetate. Wash with 1.0 M HCl, aqueous sat. NaHCO3, and brine. Dry with Na2SO4, concentrate, and purify by flash column chromatography to obtain 31.

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 4-aminophenethylcarbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sunesis Pharmaceuticals, Inc.; US2007/27166; (2007); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 94838-59-2, 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 94838-59-2 as follows.

A mixture of 2-(3-bromopropoxy)tetrahydro-2//-pyran (669mg,3 mmol), tert- butyl 4- aminophenethylcarbamate (709 mg, 3 mmol) and cesium carbonate (2.9 g, 9 mmol) in DMF (20 mL) was stirred at 110 C for 2 h. TLC showed the reaction completed. The reaction mixture was filtered. The filtrate was concentrated and purified by column chromatography to afford the title compound as yellow oil (l80mg, 15.9% yield). NMR (500 MHz, DMSO-r/6) S: 6.94 (d, J= 8.3 Hz, 2H), 6.84 (t, J= 5.4 Hz, 1H), 6.54 (d, J= 8.4 Hz, 2H), 5.42 (t, J= 5.6 Hz, 1H), 4.61 (t, J= 3.4 Hz, 1H), 3.79 (tt, J= 12.6, 4.8 Hz, 2H), 3.49 (dt, J= 9.4, 6.2 Hz, 2H), 3.16 – 3.02 (m, 4H), 2.58 (d, J= 8.0 Hz, 2H), 1.87 – 1.64 (m, 4H), 1.57 – 1.47 (m, 4H), 1.41 (d, J= 15.5 Hz, 9H).

According to the analysis of related databases, 94838-59-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ZHEJIANG VIMGREEN PHARMACEUTICALS, LTD; SUN, Sanxing; ZHAO, Long; HU, Chongbo; CHEN, Zhengshu; YE, Jinqi; (0 pag.)WO2020/2969; (2020); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 94838-59-2, A common heterocyclic compound, 94838-59-2, name is tert-Butyl 4-aminophenethylcarbamate, molecular formula is C13H20N2O2, 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-(4-amino-phenyl)-ethyl]-carbamicacid te/t-butyl ester (2.32 g,9.82 mmol) in N,N-dimethylformamide (DMF) (50 ml) 18-crown-6 (50 mg) was added. At 00C potassium te/t-butylate (1.10 g, 9.82 mmol) was added and the mixture stirred for 30 min. After the addition of allylbromide (1.19 g, 9.82 mmol) the mixture was stirred at room temperature for 16 h. After concentration in vacuo the residue was partitioned between ethyl acetate and saturated aqueous Na-HCO3. The organic layer was washed with water, dried over MgSO4, filtered and the solvent evaporated under reduced pressure to give the product as a red oil (2.50 g, 92%).

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; ABBOTT GMBH & CO. KG; WO2006/40179; (2006); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics