Tag: M.W=200-300

These common heterocyclic compound, 317595-54-3, name is tert-Butyl (2-aminocyclohexyl)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. Application In Synthesis of tert-Butyl (2-aminocyclohexyl)carbamate

Step 1 cis-N-tert-Butoxycarbonyl-2-(2-ethoxycarbonyl-6-methoxyquinazolin-4-yl)aminocyclohexylamine A solution of 1.96 g of 4-chloro-2-ethoxycarbonyl-6-methoxyquinazoline in 70 mL of toluene was combined with 1.58 g of cis-2-tert-butoxycarbonylaminocyclohexylamine and 0.74 g of triethylamine, and heated under reflux for 15 hours. After concentrating, the mixture was combined with water, extracted with chloroform, and dried. After the solvent was distilled off, the residue was purified by column chromatography on silica gel (chloroform) to obtain 2.70 g of the desirable compound.

The synthetic route of tert-Butyl (2-aminocyclohexyl)carbamate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Okano, Masahiko; Mori, Kazuya; US2003/119855; (2003); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 141449-85-6, A common heterocyclic compound, 141449-85-6, name is tert-Butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate, molecular formula is C11H20N2O2, 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 solution of compound (17b) (100 mg, 0.27 mmol), tert-butyl Hexahydro-pyrrolo[3,4-c]pyrrole-2-carboxylate (86 mg, 0.40 mmol) and DIPEA (187 muL, 1.08 mmol) in 2 mL of DMSO (2 mL) was stirred for 2 days at 80C. The reaction mixture was concentrated under reduced pressure. The residue was triturated with diethyl ether to afford compound (24a) as a yellow solid (139 mg, 0.25 mmol, 94%). MS m/z ([M+H]+) 548.

The synthetic route of 141449-85-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LABORATOIRE BIODIM; Atamanyuk, Dmytro; Chevreuil, Francis; Faivre, Fabien; Lecointe, Nicolas; Ledoussal, Benoit; Oliveira, Chrystelle; Simon, Christophe; EP2913330; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 25823-52-3, 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 25823-52-3 as follows.

A mixture of the compound of formula (De), 6,7-dihydro-2H- benzo[6,7]cyclohepta[1 ,2-c]pyridazin-3(5H)-one (4.0 g, 19.3 mmol) and POCI3 (20 ml_) was refluxed for 2 h. After cooling to ambient temperature, the volatiles were evaporated. The residue was poured into a mixture of ice water and sodium bicarbonate, CH2CI2 (200 ml_) was added to dissolve the solid. The layers were separated, and the aqueous layer was extracted with CH2CI2 one more time. The combined organic layers were washed with brine. After being dried (MgSO4), filtered, and concentrated, the compound of formula (Df), 3-chloro-6,7-dihydro-5H- benzo[6,7]cyclohepta[1 ,2-c]pyridazine was obtained as a yellow solid (4.3 g, 99%), 1H NMR (300 MHz, CDCI3) delta: 7.82 (m, 1H), 7.45-7.24 (m, 4H), 2.59-2.51 (m, 4H), 2.27 (quant, J = 6.9 Hz, 2H); LC-MS: purity: 100%; MS (m/e): 231 (MH+).

According to the analysis of related databases, 25823-52-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; RIGEL PHARMACEUTICALS, INC.; SINGH, Rajinder; HECKRODT, Thilo, J.; HOLLAND, Sacha; WO2010/5876; (2010); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 621-38-5,Some common heterocyclic compound, 621-38-5, name is 3-Bromoacetanilide, molecular formula is C8H8BrNO, 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: The experimental alkylation procedure is similar to that as described in [18]. A screw top vial, under air, was charged with acetanilide substrate (1.0 mmol), [Cp*Co(CO)I2] (20 mol %, 0.20 mmol,95.2 mg), AgSbF6 (40 mol %, 0.4 mmol, 137.4 mg), NaOAc(40 mol %, 0.4 mmol, 16.4 mg), 3-buten-2-one (1.5 equiv,1.5 mmol, 105 mg) and 1,2-DCE (8.0 mL). The vial was sealed,and the reaction mixture heated to 80 C with stirring for 24 hours. After this period, the solvent was removed under reduced pressure and the crude product purified by column chromatography (ethyl acetate/petroleum ether; 80:20 in most cases). For full characterisation data of all products obtained, see Supporting Information File 1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromoacetanilide, its application will become more common.

Reference:
Article; Kenny, Andrew; Pisarello, Alba; Bird, Arron; Chirila, Paula G.; Hamilton, Alex; Whiteoak, Christopher J.; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 2366 – 2374;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 147291-66-5, 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. 147291-66-5, name is tert-Butyl 3-aminobenzylcarbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of 4-chloro-7,8-dimethoxy-1- [1,2,4] triazolo [4,3-a] quinolizinaminophenyl- [ 4] triazolo [4,3-a] quinoxaline (2 g, 7.18 mmol)And diisopropylethylamine (DIPEA, 2.5 ml, 14.4 mmol),tert-Butyl (3-aminobenzyl) carbamate (2.75 ml, 14.4 mmol) was refluxed with 20 ml of isopropyl alcohol for 18 hours. After completion of the reaction, the reaction mixture was cooled to room temperature, and the resulting solid was filtered and dried under reduced pressure to obtain 2.6 g of the target compound

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

Reference:
Patent; Korea Research Institute of Chemical Technology; Lee Gwang-ho; Choi Gil-don; Al Ri-im-ran; (56 pag.)KR2018/106597; (2018); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 621-38-5, name is 3-Bromoacetanilide, 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. Recommanded Product: 3-Bromoacetanilide

General procedure: A mixture of Acetylaniline (0.2 mmol), NCS (0.26 mmol), D-CSA (0.1 mmol) and 1,3-di(1-adamantl)imidazolium tetrafluoroborate (0.01 mmol) in dioxane (1 mL) wasstirred at room temperature (25 oC) under air atmosphere for 24h. The reactionmonitored by GC-MS. When the acetylaniline was consumed completely, the reactionmixture was quenched with saturated aq. NaHCO3 (4 mL). The resulting mixture wasextracted with EtOAc (4 mL x 3). The organic layer was washed with pure water (4ml x 3). The combined organic layer was dried over anhydrous Na2SO4, filtered andthe solvent was removed under reduced pressure to provide the crude product. Thepurification was performed by flash column chromatography on silica gel.

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

Reference:
Article; Chen, Jie; Xiong, Xiaoyu; Chen, Zenghua; Huang, Jianhui; Synlett; vol. 26; 20; (2015); p. 2831 – 2834;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 1314538-55-0, 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. 1314538-55-0, name is Potassium (((tert-butoxycarbonyl)amino)methyl)trifluoroborate, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Boc20 (178 uL, 0.77 mmol) was added to a solution of (4-(aminomethyl)phenyl)boronic acid hydrochloride (143 mg, 0.77 mmol) and Cs2C03 (665 mg, 2.04 mmol) in DME (10 mL) and water (1.0 mL) at rt. After being stirred at rt for 30 min, Suzuki coupling was carried out as follow: 2-chloro-N-(3- (lH-imidazol-l-yl)propyl)-3-phenylquinoxaline-6-carboxamide (201 mg, 0.54 mmol) (prepared according to Example 3, step 7) and Pd(dppf)Cl2? CH2C12 (42.0 mg, 51.4 muiotaetaomicron) were added to the reaction mixture. The mixture was heated at 100 C for 10 h under microwave irradiation. After cooling, the mixture was poured into saturated aqueous solution of NaHC03 and extracted with EtOAc. The organic layer was separated, washed with water and brine, dried over MgS04 and concentrated in vacuo. The residue was purified by NH silica gel chromatography to give teri-butyl [4-(6-{[3-(lH-imidazol-l- yl)propyl]carbamoyl}-3-phenylquinoxalin-2-yl)benzyl]carbamate (187 mg, 65%, H NMR (300 MHz, DMSO-i/6) delta 1.23-1.52 (m, 9 H), 2.00-2.12 (m, 2 H), 3.32-3.39 (m, 2 H), 4.05^1.19 (m, 4 H), 6.91 (s, 1 H), 7.10-7.30 (m, 3 H), 7.32-7.77 (m, 9 H), 8.12-8.38 (m, 2 H), 8.69 (d, J= 1.3 Hz, 1 H), 8.91 (t, J= 5.2 Hz, 1 H)

The chemical industry reduces the impact on the environment during synthesis Potassium (((tert-butoxycarbonyl)amino)methyl)trifluoroborate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; GIGSTAD, Kenneth, M.; CARDIN, David, P.; HIRAYAMA, Takaharu; HIROSE, Masaaki; HU, Yongbo; KAKEI, Hiroyuki; LEE, Hong, Myung; MOTOYAJI, Takashi; NII, Noriyuki; SHI, Zhan; VYSKOCIL, Stepan; WATANABE, Hiroyuki; WO2015/161142; (2015); A1;,
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. 111300-06-2, name is tert-Butyl (trans-4-hydroxycyclohexyl)carbamate, A new synthetic method of this compound is introduced below., Formula: C11H21NO3

To a solution of tert-butyl N-(4- hydroxycyclohexyl)carbamate (710 mg, 3.30 mmol, 1.10 equiv) in 10 mL of distilled THF was added sodium hydride (60% dispersion in mineral oil, 720 mg, 18.00 mmol, 6.00 equiv) at room temperature under nitrogen. After stirring for 30 min, intermediate 15.4 (891 mg, 3.00 mmol, 1.00 equiv) in THF (10 mL) was added via syringe and the resulting solution was stirred for 12 h at room temperature. The reaction was then quenched by the addition of water and extracted with 3 x 50 mL of ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was loaded onto a silica gel column with ethyl acetate/petroleum ether (1 :4 to 1 :2). Purification afforded 18.1 (260 mg, 18%) as a white solid.

The synthetic route of 111300-06-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NIMBUS IRIS, INC.; HARRIMAN, Geraldine, C.; WESTER, Ronald T.; ROMERO, Donna L.; ROBINSON, Shaughnessy; SHELLEY, Mee; WESSEL, Matthew David; GREENWOOD, Jeremy Robert; MASSE, Craig E.; KAPELLER-LIBERMANN, Rosana; WO2013/106535; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 437998-34-0, These common heterocyclic compound, 437998-34-0, name is 2-Amino-3-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.

Step B: Sodium 2,2-difluoro-2-(5-fluoropyridin-2-yl)acetate from Example 2 Step B (0.49 g, 2.3 mmol) and 2-amino-3-bromobenzamide (0.42 g, 1.9 mmol) were combined in trimethylsilylpolyphosphate (4.3 mL) at rt and the mixture was heated at 115 C. for 20 h with vigorous stirring. The mixture was allowed to cool to rt and then was partitioned between water (15 mL) and ethyl acetate (15 mL). The organic layer was separated and the aqueous layer (pH1) was extracted with ethyl acetate (3×30 mL). The combined organic layers were dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel chromatography eluting with a 1:10 to 1:1 EtOAc/hexanes to afford 2-[difluoro-(5-fluoro-pyridin-2-yl)-methyl]-8-bromo-3H-quinazolin-4-one as an off-white solid (0.19 g, 22%).

The synthetic route of 437998-34-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hadd, Michael J.; Holladay, Mark W.; Rowbottom, Martin; US2012/53174; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 6292-59-7, A common heterocyclic compound, 6292-59-7, name is 4-(tert-Butyl)benzenesulfonamide, molecular formula is C10H15NO2S, 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 20 By reacting 4,6-dichloro-5-[(2-methoxy-4-methyl)phenoxy]pyrimidine with p-t-butylbenzenesulfonamide and thereafter with ethylene glycol Na there was obtained p-t-butyl-N-[6-(2-hydroxyethoxy)-5-[(2-methoxy-p-tolyl)oxy]-4-pyrimidinyl]benzenesulfonamide as a solid.

The synthetic route of 6292-59-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoffmann-La Roche Inc.; US5292740; (1994); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics