Author: Jessica.F

Adding a certain compound to certain chemical reactions, such as: 6228-73-5, name is Cyclopropanecarboxamide, 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 6228-73-5, Recommanded Product: Cyclopropanecarboxamide

Mix the compound obtained in Step 2 (350 mg, 1.24 mmol), cyclopropanecarboxamide (116 mg, 1.36 mmol), (+-)-2,2′-bis(diphenylphosphino)-1,1′-binaphthalene (BINAP, 77 mg, 0.124 mmol), Cs2CO3 (1.01 g, 3.1 mmol) in 1,4-dioxane (30 mL), then under N2 atmosphere, add tris(dibenzylideneacetone)dipalladium [Pd2(dba)3, 113 mg, 0.124 mmol]. Stir the reaction at 126 C. under N2 for 16 hrs. Cool the reaction mixture, filter, and concentrate the filtrate under reduced pressure to give the crude product. Purification by chromatography (silica gel, EtOAc_PE=1:1) affords the title compound (178 mg, 43.3%). MS: (M+1): 332.2.

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, Cyclopropanecarboxamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhang, Deyi; Zhang, Ruihao; Zhong, Boyu; Shih, Chuan; US2015/197511; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 1015-89-0, 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 1015-89-0 as follows.

Phenanthridin-6(5H)-one (1; 1.017 g, 5.209 mmol) was placed in aSchlenk flask under argon. Freshly distilled CH2Cl2 (30 mL) was added,and the resulting solution was cooled to 0 C. Tf2O (3.00 g, 1.74 mL,10.6 mmol, 2.0 equiv) was added dropwise to the suspension. After40 min, the mixture became almost completely homogeneous. After afurther 20 min of stirring, pyridine (0.414 g, 423 muL, 5.233 mmol, 1.02equiv) was slowly added and a precipitate formed. The resulting mixturewas stirred at 0 C for 40 min. Next, H2O (20 mL) was added andthe mixture was extracted with CH2Cl2 (2 ¡Á 30 mL). The organic layerwas dried (Na2SO4), filtered, and concentrated on a rotary evaporator.The resulting residue was dissolved in Et2O (10 mL) and hexane (60mL) was added. Most of the volatiles were then slowly removed on arotary evaporator. The resulting suspension was filtered to give abeige solid; 1.551 g (91%); mp 82-83 C (Et2O-hexane); Rf = 0.57(hexane-EtOAc, 5:1).IR (CHCl3): 3082, 3047, 1629, 1615, 1467, 1426, 1244, 1216, 1137,1023, 607 cm-1.1H NMR (600 MHz, acetone-d6): delta = 9.00 (ddt, J = 8.3, 1.1, 0.6 Hz, 1 H,H-6), 8.89 (ddt, J = 8.1, 1.4, 0.6 Hz, 1 H, H-11), 8.34 (ddd, J = 8.3, 1.4,0.7 Hz, 1 H, H-3), 8.19 (ddd, J = 8.3, 7.1, 1.4 Hz, 1 H, H-5), 8.11 (ddd,J = 8.0, 1.5, 0.7 Hz, 1 H, H-14), 8.02 (ddd, J = 8.3, 7.1, 1.1 Hz, 1 H, H-4),7.94 (ddd, J = 8.0, 7.1, 1.4 Hz, 1 H, H-13), 7.90 (ddd, J = 8.1, 7.1, 1.5 Hz,1 H, H-12).13C NMR (151 MHz, acetone-d6): delta = 152.50 (C-2), 141.70 (C-8),137.27 (C-10), 134.08 (C-5), 130.96 (C-13), 130.10 (C-4), 129.92 (C-14), 129.35 (C-12), 125.53 (C-7), 124.73 (C-3), 124.02 (C-6), 123.93(C-11), 119.50 (q, JC-F = 320 Hz, CF3), 119.10 (C-9).MS (ESI): m/z (%) = 350.1 [M + Na]+ (100).HRMS (ESI): m/z [M + H]+ calcd for C14H9F3NO3S: 328.0250; found:328.0250.

According to the analysis of related databases, 1015-89-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sonawane, Manoj R.; Vavra, Jan; ?aman, David; Cisa?ova, Ivana; Teply, Filip; Synthesis; vol. 47; 22; (2015); p. 3479 – 3488;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 112257-19-9, These common heterocyclic compound, 112257-19-9, name is tert-Butyl methyl(2-(methylamino)ethyl)carbamate, 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.

Step 6: tent-Butyl (2-(((3-iodo-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-4-yl)methyl)(methyl)amino)ethyl)(methyl)carbamate [0204] 3-iodo-1-(oxan-2-yl)-1H-pyrazole-4-carbaldehyde (21.5 g, 70.24 mmol, 1.00 equiv), tert-butyl N-methyl-N-(2-(methylamino)ethyl)carbamate (20 g, 106.23 mmol, 1.51 equiv) and NaBH(OAc)3 (29.8 g, 137.98 mmol, 1.96 equiv) in dichloroethane (300 mL) was stirred for 1 h at room temperature. The reaction was diluted with 300 mL of dichloromethane and then washed with 3¡Á300 mL of brine. The organic layer was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was purified on a silica gel column eluted with 0-7percent methanol in dichloromethane to give 31 g (92percent) of tert-butyl (2-(((3-iodo-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-4-yl)methyl)(methyl)amino)ethyl)(methyl)carbamate as a yellow oil. 1H NMR (300 MHz, CDCl3): delta 7.62 (s, 1H), 5.34-5.30 (m, 1H), 4.06-4.02 (m, 1H), 3.68-3.62 (m, 1H), 3.42-3.38 (m, 4H), 2.85 (s, 4H), 2.62-2.53 (m, 2H), 2.47-2.46 (m, 2H), 2.13-1.97 (m, 3H), 1.74-1.69 (m, 3H), 1.46 (s, 9H) ppm. LCMS (method A, ESI): RT=1.17 min, m/z=479.0 [M+H]+.

The synthetic route of 112257-19-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Epizyme, Inc.; Mitchell, Lorna Helen; Shapiro, Gideon; Chesworth, Richard; Boriack-Sjodin, Paula Ann; Moradei, Oscar Miguel; US2014/288140; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 150349-36-3,Some common heterocyclic compound, 150349-36-3, name is 3-(N-Boc-N-methylamino)propylamine, molecular formula is C9H20N2O2, 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.

Ethyl theophylline-7-acetate 2 (266mg, 1 mmol) was suspended in ethanol (1 mL) in a conical vial and N-methyl-N-Bocpropane-1,3-diamine (330 mg, 1.75 mmol) was added. The vial was sealed and heated up to 110OC for 2 h. After purification by column chromatography (DCM/MeOH/Et3N95:5:1 ? 80:20:1), Boc group was removed by stirring intermediate 3b in 4M HCl(5mL). Aliquote of crude reaction mixture (1/3 rd) was neutralized with concentrated NaHCO3 and inorganic salts were precipitated by addition of ethanol (100 mL). After filtration, the solvents were removed in vacuo and the residue was recrystallized from ethyl acetate (hot solution was filtered to eliminate residual traces of inorganic salts). Monomethylated compound 4 was obtained as white solid in 20% unoptimized yield (60mg, 0.2 mmol)

The synthetic route of 150349-36-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gibon, Julien; Kang, Min Su; Aliaga, Arturo; Sharif, Behrang; Rosa-Neto, Pedro; Seguela, Philippe; Barker, Philip A.; Kostikov, Alexey; Bioorganic and Medicinal Chemistry; vol. 24; 19; (2016); p. 4759 – 4765;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 143557-91-9,Some common heterocyclic compound, 143557-91-9, name is tert-Butyl 3-endo-3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate, molecular formula is C12H21NO3, 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 (trans)-3-hydroxy-8-aza-bicyclo [3.2. 1] [OCTANE-8-CARBOXYLIC] acid tert-butyl ester (2.3 grams, 10.1 [MMOL)] in tetrahydrofuran (50 ml) was added 4- fluoro phenol (1.75 grams, 15.6 mmol), triphenyl phosphine (4.02 grams, 15.3 [MMOL)] and diethyl azidocarboxylate (2.4 [ML,] 15.2 [MMOL).] The reaction was stirred at ambient temperature overnight. The reaction was concentrated in vacuo and chromatagraphed on silica gel to give the title compound (2.38 grams, 73 % [YIELD).,]

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 3-endo-3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate, its application will become more common.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2004/9588; (2004); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 98-64-6, 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. 98-64-6, name is 4-Chlorobenzenesulfonamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: The prepared TfOH-SiO2 (60 mg, containing 0.05 mmol TfOH) was added to the toluene (2 mL) solution of alkene (2 mmol or 4 mmol) and sulfonamide (1 mmol) and the reaction mixture was stirred at 70 oC (or 85 oC). The course of the reaction was monitored by TLC. After the completion of the reaction, the mixture was cooled to room temperature and the reactor was centrifuged (2000 r/min) for 2 min and the solution was removed by syringe. The catalyst was then washed with toluene (1 mL) twice with the same procedure and a new reaction was carried out by adding the new batch of alkene (2 mmol), sulfonamide (1 mmol) and toluene (2 mL) to the recovered catalyst. The solution containing the product was purified through a silica gel flash column to afford the product.

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

Reference:
Article; Liu, Pei Nian; Xia, Fei; Zhao, Zheng Le; Wang, Qing Wei; Ren, Yu Jie; Tetrahedron Letters; vol. 52; 46; (2011); p. 6113 – 6117;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 103-89-9, name is 4′-Methylacetanilide, A new synthetic method of this compound is introduced below., Recommanded Product: 4′-Methylacetanilide

1a as example: To a stirred suspension of N-(p-tolyl)acetamide 1a (75 mg, 0.5 mmol) and Selectfluor (213 mg, 0.6 mmol) in water (3.0 mL) was added HBr (40% aqueous, 0.08 mL, 0.55 mmol), and the mixture was stirred for 5 min at room temperature. After 1a was consumed, as indicated by TLC, the reaction mixture was quenched with saturated aqueous Na2S2O3 (2.0 mL) and water (20.0 mL), and extracted with CH2Cl2 (10.0 mL) three times. The residue obtained after evaporation of the solvent was purified by column chromatography on silica gel (petroleum ether-ethyl acetate = 6:1, v/v) to afford N-(2-bromo-4-methylphenyl)acetamide 2a as a white solid (108 mg, 95% yield).

The synthetic route of 103-89-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liang, Deqiang; Li, Xiangguang; Wang, Chaowu; Dong, Qishan; Wang, Baoling; Wang, Hai; Tetrahedron Letters; vol. 57; 48; (2016); p. 5390 – 5394;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 3984-14-3, 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. 3984-14-3, name is N,N-Dimethylsulfamide, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of ethyl 4-{[3-chloro-4-(trifluoromethyl)phenoxy]methyl}benzoate (Preparation 18, 125 mg, 0.35 mmol) in methanol (5.0 ml) was added water (2.0 ml_) followed by sodium hydroxide (140 mg, 3.5 mmol). The reaction mixture was heated to 55C for 18 hours, then cooled and diluted with EtOAc (50 ml_) and 2M HCI (50 ml_). The aqueous layer was separated and washed with EtOAc (2 x 50 ml_). The combined organics were dried over magnesium sulfate, filtered and concentrated in vacuo to yield 4-{[3-chloro-4-(trifluoromethyl)phenoxy]methyl}benzoic acid as an off-white solid (90 mg, 78% yield). This solid was dissolved in dichloromethane (3ml_) then EDCI (344 mg, 1 .79 mmol) and DMAP (88 mg, 0.70 mmol) were added, followed by the addition of N,N- dimethylsulfamide (86 mg, 0.70 mmol). The reaction was left to stir at room temperature for 2 hours. A solution of 2M HCI (10ml) was added and the mixture separated using a phase separation cartridge. The organics were dried in vacuo to yield a solid which was triturated with heptane:IPA (4:1 , 100 mL) and sonicated. The supernatant was decanted and the residue dried in vacuo to yield an off-white solid as the title compound (57 mg, 38% yield). 1 H NMR (400 MHz, CDCI3): delta 3.05 (s, 6H), 5.17 (s, 2H), 6.90 (m, 1 H), 7.10 (d, 1 H), 7.54 (d, 2H), 7.61 (d, 1 H), 7.86 (d, 2H), 8.51 (br s,1 H). LCMS Rt = 1 .56 minutes MS m/z 435 [M35CI-H]-

The chemical industry reduces the impact on the environment during synthesis N,N-Dimethylsulfamide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PFIZER LIMITED; RAWSON, David James; STORER, Robert Ian; SWAIN, Nigel Alan; WO2013/88315; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

2675-89-0, name is 2-Chloro-N,N-dimethylacetamide, 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. HPLC of Formula: C4H8ClNO

A mixture of (S)-2-({2-[3-(lH-Indazol-4-yl)-propylamino]-4,6-dimethyl-pyrimidine-5- carbonyl}-amino)-3-[(thiophene-2-carbonyl)-amino]-propionic acid (0.05g, 0.095mmol), 2- chlorodimethyl acetamide (0.017g, 0.143mmol), sodium iodide (0.021g, 0.143mmol), and potassium carbonate (0.020g, 0.143mmol) in DMF (1ml) was stirred at rt overnight. The mixture was diluted with EtOAc, washed with brine, dried over Na2S04, filtered, concentrated the presence of silica gel and chromatographed (100% EtOAc) to give the desired product (38.8mg, 67% yield). MS m/e 607.1 (M+H+).

The synthetic route of 2675-89-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GILLESPIE, Paul; MICHOUD, Christophe; RUPERT, Kenneth Carey; THAKKAR, Kshitij Chhabilbhai; YI, Lin; WO2012/123467; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

202207-79-2, name is 1-(Boc-amino)-2-(methylamino)ethane Hydrochloride, 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. name: 1-(Boc-amino)-2-(methylamino)ethane Hydrochloride

A solution of tert-butyl [2-(methylamino)ethyl]carbamate hydrochloride (0.30 g, 0.0014 mol), 2-chloropyridine (160 mg, 0.0014 mol), and triethylamine (300 muL, 0.0021 mol) in acetonitrile (5 mL) was heated at 90 C. overnight. The mixture was diluted with methanol, and purified by RP-HPLC (pH=10) to afford the desired product. Analytical LCMS: (M+H)+=252.1

The synthetic route of 202207-79-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INCYTE CORPORATION; US2008/39457; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics