Month: August 2021

Application of 116861-31-5, The chemical industry reduces the impact on the environment during synthesis 116861-31-5, name is tert-Butyl (3-chloropropyl)carbamate, I believe this compound will play a more active role in future production and life.

[0095] Berbamine dihydrochloride (7.0 g, 10.28 mmol) is dissolved in N,N-dimethyl formamide (150 mL). Under nitrogen atmosphere, the solution is cooled to 0 C. After adding NaH (1.65 g, 60%, 41.12 mmol) into the solution, the mixture is stirred for 1 hour, then the solution of compound (8-2) (2.18 g, 11.3 mmol) in N,N-dimethyl formamide (30 mL) is added dropwise therein over 15 minutes. After being stirred for 1 hour at 0 C., the mixture is allowed to be warmed up to room temperature and is stirred for 3 hours, then is heated to 80 C. overnight. After vacuum evaporation, the reaction mixture is diluted with water and extracted with dichlorometbane (3*150 mL). The combined organic phase is washed with water and brine, dried through, anhydrous sodium sulfate and filtered. After vacuum concentration, the residue is purified by a preparative high performance liquid chromatography to give compound (8-3) (3.0 g, 38.1%).

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 (3-chloropropyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; HANGZHOU BENSHENG PHARACEUTICALS CO., LTD.; Xu, Rongzhen; Xie, Fuwen; Lai, Hongxi; Rong, Frank; US2013/178470; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 3073-59-4, A common heterocyclic compound, 3073-59-4, name is N,N’-(Hexane-1,6-diyl)diacetamide, molecular formula is C10H20N2O2, 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 11 (Synthesis of methyl 1,6-hexamethylenedicarbamate) A glass test tube (outer diameter: 10 mm; length: 100 mm) having a cap was filled with 0.112 g (2.78 mmol) of magnesium oxide, 0.010 g (0.0275 mmol) of zinc(II) trifluoromethanesulfonate, 0.502 g (2.50 mmol) of hexamethylenebis(acetamide), and 0.905 g (10.0 mmol) of dimethyl carbonate, and a reaction was conducted at 180C for 2 hours. After cooling to room temperature, the resultant reaction solution was analyzed by gas chromatography. As a result, it was found that the conversion of 1,6-hexamethylenediacetamide was 99.8%, the yield of methyl 1,6-hexamethylenedicarbamate was 83.9 mol%, and the yield of methyl 1,6-hexamethylenemonocarbamate mono acetamide was 8.1%.

The synthetic route of 3073-59-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ube Industries, Ltd.; EP2325167; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

25216-74-4, name is tert-Butyl (3-bromophenyl)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-bromophenyl)carbamate

A mixture of 4-cyanobenzeneboronic acid (14.7 g, 0.10 mol), 3-bromo-phenyl-carbamic acid tert-butyl ester (27.2 g, 0.10 mol), Pd(Ph3P)4 (11.6 g, 0.01 mol) and K2CO3 (21 g, 0.15 mol) in DMF/H2O (1:1, 350 mL) was stirred under argon at 80 C. overnight. The DMF was evaporated under reduced pressure, and the residue was dissolved in EtOAc (200 mL). The mixture was washed with water and brine, dried over Na2SO4, and concentrated to dryness. The residue was purified by column chromatography (petroleum ether/EtOAc 50:1) on silica gel to give (4′-cyano-biphenyl-3-yl)-carbamic acid tert-butyl ester (17 g, 59%). 1H NMR (300 MHz, DMSO-d6) delta 9.48 (s, 1H), 7.91 (d, J=8.4 Hz, 2H), 7.85 (s, 1H), 7.76 (d, J=8.4 Hz, 2H), 7.32-7.48 (m, 3H), 1.47 (s, 9H).

The synthetic route of 25216-74-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Vertex Pharmaceuticals Incorporated; Van Goor, Fredrick F.; Burton, William Lawrence; US2015/231142; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 144072-29-7,Some common heterocyclic compound, 144072-29-7, name is tert-Butyl (4-(hydroxymethyl)phenyl)carbamate, molecular formula is C12H17NO3, 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.

b) 4-Aminobenzyl N-(4-(4-amino-7-tetrahydro-2H-4-pyranyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methoxyphenyl)carbamate. Phenyl N-[4-(4-amino-7-tetrahydro-2H-4-pyranyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methoxyphenyl]carbamate (51 mg, 0.111 mmol) was mixed with tert-butyl N-(4-(hydroxymethyl)phenyl)carbamate (119 mg, 0.533) in pyridine (0.8 mL). The reaction mixture was heated at 100 C. overnight. The solvent was removed and the residue was purified by preparative reverse phase LC/MS to give 4-aminobenzyl N-(4-(4-amino-7-tetrahydro-2H-4-pyranyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methoxyphenyl)carbamate (9 mg, 0.015 mmol). 1H NMR (CDCl-d) delta1.52(s, 1H), 2.08(m, 4H), 3.65 (m, 2H), 3.90 (s, 3H), 4.14(m, 2H), 4.97 (m, 1H), 5.17 (s, 2H), 5.37(bs, 1H), 6.55 (s, 1H), 6.95 (s, 1H), 7.03 (s, 1H), 7.06 (m, 1H), 7.31(s, 1H), 7.38 (m, 3H), 8.16 (bs, 1H), 8.30 (s, 1H). LC/MS: MH+589.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl (4-(hydroxymethyl)phenyl)carbamate, its application will become more common.

Reference:
Patent; Hirst, Gavin C.; Calderwood, David; Munschauer, Rainer; Arnold, Lee D.; Johnston, David N.; Rafferty, Paul; US2003/153752; (2003); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 5238-56-2,Some common heterocyclic compound, 5238-56-2, name is N-(2-Hydroxyethyl)methacrylamide, molecular formula is C6H11NO2, 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.

N-(2-hydroxyethyl) methacrylamide (3.30 mL, 25.6 mmol, 1.0 eq), triethylamine (7.15 mL, 51.2 mmol, 2.0 eq) and 50 mL DCM were added into a 250 mL flask. After the reaction system was cooled down by an ice bath, butyric anhydride (5.00 mL, 30.7 mmol, 1.2 eq) was added dropwise under the protection of nitrogen. The system was allowed to react overnight. The reaction mixture was filtered and washed by NH4CI solution, NaHCCb solution, and water. After dried by anhydrous MgSC , the organic layer was concentrated by rotary evaporation and purified on a silica column using DCM/MeOH. The product N- butanoyloxyethyl methacrylamide (3) was obtained as pale yellow oil (4.56 g, 89.6%) and analyzed by 1H-NMR (500 MHz, CDCb) deltaEta ppm 0.95 (t, 3H, CH2CH2-CH3), 1.66 (m, 2H, CH2-CH2), 1.97 (s, 3H, C(CH2)-CH3), 2.32 (t, 2H, CO-CH2), 3.59 (dt, 2H, NH-CH2), 4.23 (t, 2H, O-CH2), 5.35 (s, IH, CCH2), 5.71 (s, IH, CCH2), 6.19 (br s, IH, NH). This example demonstrates the feasibility of attaching pharmaceutically-active small molecules to a monomeric unit of the block copolymer. Additional SCFAs can be attached to the monomeric unit in a similar manner.

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

Reference:
Patent; THE UNIVERSITY OF CHICAGO; HUBBELL, Jeffrey A.; WANG, Ruyi; WILSON, D. Scott; NAGLER, Cathryn R.; PLUNKETT, Catherine; (90 pag.)WO2018/195067; (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. 78191-00-1, name is N-Methoxy-N-methylacetamide, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 78191-00-1

To a solution of l-bromo-3-isopropylbenzene (10 g, 0.05 niol) in THF was added dropwise with BuLi (47 mL, 0.075 mol) at -60C. After stirred 30 minutes, -methoxy- -methylacetamide (6,22 g, 0.06 mol) was added. The mixture was stirred at -30C for 3 hours. Then the mixture was quenched with H20, the mixture was partitioned between EtOAc and water. The layer was separated and washed with water, brine, dried over Na2S04, and concentrated. The residue was purified by column chromatography to obtained the titled compound. ‘H NMR (CHLOR OFQRM-d) : delta 7.85 (s, 1H), 7.79 (dt, J = 7.6, 1.4 Hz, 1H), 7.33 – 7.53 (m, 2H), 3.00 (dt, J – 13.8, 6.9 Hz, 1H), 1.30 (d, J – 6.7 Hz, 6H) LC-MS : m/z 163(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 78191-00-1.

Reference:
Patent; RIPKA, Amy S.; SAUNDERS, Jeffrey O.; KAMENECKA, Theodore Mark; GRIFFIN, Patrick R.; WO2013/78240; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 782-45-6, 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. 782-45-6, name is 4-Amino-N-phenylbenzamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The pale yellow solid was dissolved in 20 ml of dry methylene chloride solution, c was added, and a solution of triethylamine (0.07 ml) in dry dichloromethane was added dropwise. The mixture was stirred overnight at room temperature, checked by TLC, filtered, dried and treated with 10 ml of acetic acid Ethyl acetate was heated to reflux, filtered and dried to give 0.138g of a yellow solid in 58% 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, 4-Amino-N-phenylbenzamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Xiao Zhiyan; Ye Fei; Tang Yanbo; Tian Jinying; Guo Zongru; Chen Zheng; Zhang Xiaolin; He Yibo; Ma Yiming; Chen Ling; Han Jing; (27 pag.)CN102382076; (2016); B;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 104863-65-2, name is N-Methoxy-N-methylpropionamide, 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. SDS of cas: 104863-65-2

Cool a solution of 1-bromo-2-methyl-4-(trifluoromethyl)benzene (2.00 g, 8.367 mmol) and THF (17 mL) to -71 C., and then add n-butyl lithium (2.5 M in hexanes, 9.204 mmol, 3.681 mL) over 5 minutes. Stir the mixture for 15 minutes at -71 C. Add N-methoxy-N-methylpropanamide (0.980 g, 8.367 mmol) to the mixture drop-wise over 3-4 minutes keeping temperature below -65 C. Continue to stir the solution at -71 C. for 15-20 minutes; then warm the solution to room temperature. Stir at room temperature for 40 minutes. Quench the reaction with a saturated ammonium chloride aqueous solution. Extract the aqueous layer with Et2O. Wash the combined organic extracts with water and brine. Dry the mixture over sodium sulfate; filter; collect the filtrate; and concentrate the filtrate under reduced pressure. Purify the residue by flash chromatography (40 g RediSep column) eluting with a gradient of 0-40% DCM/pentane to give the title compound as a colorless oil (1.490 g, 82% yield). 1H NMR (399.80 MHz, d6-DMSO) delta 7.84 (d, J=7.8 Hz, 1H), 7.64-7.61 (m, 2H), 2.93 (q, J=7.1 Hz, 2H), 2.39 (s, 3H), 1.03 (t, J=7.2 Hz, 3H).

The synthetic route of N-Methoxy-N-methylpropionamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; US2012/302608; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 177906-48-8, name is trans-N-Boc-1,4-cyclohexanediamine belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of trans-N-Boc-1,4-cyclohexanediamine

tert-Butyl (lr,4r)-4-(dimethylamino)cyclohex lcarbamate (SB1-E-21-2) To a solution of SB1-E-21-1 (850 mg, 3.97 mmol) and HCHO (600 mg, 20.0 mmol) in MeOH (30 mL) was added NaBH3CN (1.1 g, 17.5 mmol), the mixture was stirred at r.t overnight, after completion, concentrated to remove the solvent, the residue was extracted with ethyl acetate (100 mL chi 4), the organic phase was washed with brine (50 mL chi 2), dried with Na2S04. Filtered, concentrated to remove the solvent, the residue was purified by silica gel (DCM/MeOH = 10/1, 5/1) to obtain SB1-E-21-2 (light brown solid, 800 mg, yield 83%). LCMS (m/z): 243 [M + H]+.

The synthetic route of 177906-48-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael, S.; ZHANG, Tinghu; KWIATKOWSKI, Nicholas, Paul; (299 pag.)WO2016/160617; (2016); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 5349-24-6, 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. 5349-24-6, name is N-Butyl-2-chloroacetamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Various substituted anilines were dissolved in glacial acetic acid at0 C, to this was added over 30 min choloroacetyl chloride (2 equivalents).The reaction mixture was brought to room temperature andstirred overnight. Saturated sodium bicarbonate solution was added tillcomplete neutralization. The resulting precipitate was filtered off andwashed with n-hexane and dried. The resultant product (1) was usedfurther without any purification. Either of 4-hydroxy benzaldehyde(2a), vanillin (2b) or isovanillin (2c) (1 equivalent) was dissolved inacetone and potassium carbonate (2 equivalents) was added. Thencorresponding substituted acetamide (1) was mixed to the stirring solution.Finally, potassium iodide (1.5 equivalent) was added. The reactionmixture was refluxed for 8-10 h. After completion of reaction,the resultant mixture was concentrated and treated with water andextracted with ethyl acetate (3×20 mL). The organic layers werecombined and treated with brine and dried over sodium sulfate andconcentrated. The crude mixture was purified over silica gel (60-120)using petroleum ether: ethyl acetate (9:1).

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-Butyl-2-chloroacetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Sonawane, Vinay R.; Siddique, Mohd Usman Mohd; Gatchie, Linda; Williams, Ibidapo S.; Bharate, Sandip B.; Jayaprakash, Venkatesan; Sinha, Barij N.; Chaudhuri, Bhabatosh; European Journal of Pharmaceutical Sciences; vol. 131; (2019); p. 177 – 194;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics