Category: 141449-85-6

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. 141449-85-6, name is tert-Butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of tert-Butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

A round-bottom flask was charged with triphosgene (1.68 g, 5.66 mmol) and DCM (200 mL). Hexafluoroisopropanol (1.93 mL, 18.4 mmol) was added dropwise over 1 min. DIPEA(4.9 mL, 28.0 mmol) was added dropwise over 3 min. The flask contents were stirred at rt for 2 h. tert-Butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate (3.00 g, 14.2 mmol) was added in one portion, and the reaction mixture was allowed to stir for 18 h at rt. The reaction mixture was then washed with 1 N HCl and brine. The organics were dried over anhydrous NazS04 and concentrated. The resulting oil was chromatographed on a silica column with a gradient (100% hexanes to 80% hexanes/20% acetone) to provide 2-tert-butyl5-(1,1,1,3,3,3-hexafluoropropan-2-yl) tetrahydropyrrolo[3,4-c]pyrrole-2,5(1H,3H)-dicarboxylate (5.74 g, 82%). 1H NMR (400 MHz,Chloroform-d) 0 5.87-5.66 (m, 1H), 3.85-3.70 (m, 2H), 3.70-3.55 (m, 2H), 3.46-3.37 (m,2H), 3.37- 3.17 (m, 2H), 2.96 (br s, 2H), 1.52 (s, 9H). ). LCMS (ESI, m/z): 429.0 [M+Ht.

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

Reference:
Patent; ABIDE THERAPEUTICS, INC.; JONES, Todd, K.; CISAR, Justin, S.; GRICE, Cheryl, A.; WANG, Dong-Hui; WEBER, Olivia, D.; WO2015/3002; (2015); 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.

According to Synthetic Method 2: 2-bromo-4-methylthiazole-5-carboxylic acid ethyl ester (2.592 g, 10.36 mmol),Hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylic acid tert-butyl ester (2.000 g, 9.42 mmol), sodium carbonate (2.51 g, 23.6 mmol) and acetonitrile (40 mL) were added to a 100 mL reaction flask The reaction was carried out under reflux at 80 C for 4 hours.The reaction was completed by TLC and the reaction was stopped. Cool to room temperature, spin dry, purified by silica gel column ( petroleum ether / ethyl acetate (v / v) = 3 / 1), concentrated and dried to give the title compoundThe material was a pale yellow solid (2.70 g, yield: 75.1%).

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

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jin Chuanfei; Xu Tengfei; Zhang Yingjun; Xue Yaping; (33 pag.)CN109956945; (2019); A;,
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

Adding a certain compound to certain chemical reactions, such as: 141449-85-6, name is tert-Butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate, 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 141449-85-6, Product Details of 141449-85-6

A solution of (4-Chloro-5-methyl-3-trifluoromethylpyrazol-1-yl) acetic acid (97 mg), triethylamine (0.2 mL) and compound 5 (76 mg) in DMF (2 mL) was stirred at 0 C and 1-propanephosphonic acid cyclic anhydride (0.55 mL, 50% in EtOAc) was added dropwise. The reaction mixture was stirred another 30 min at 0 C and directly purified by preparative HPLC to provide the title compound 6 as a pale yellow oild (146 mg, 93%). LCMS: Rf: 4.495 min, M+H+ : 459.

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Reference:
Patent; CHEMOCENTRYX, INC.; WO2005/84667; (2005); 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. 141449-85-6, name is tert-Butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C11H20N2O2

A round-bottom flask was charged with triphosgene (1.68 g, 5.66 mmol) and DCM (200 mL). Hexafluoroisopropanol (1.93 mL, 18.4 mmol) was added dropwise over 1 min. DIPEA(4.9 mL, 28.0 mmol) was added dropwise over 3 min. The flask contents were stirred at rt for 2 h. tert-Butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate (3.00 g, 14.2 mmol) was added in one portion, and the reaction mixture was allowed to stir for 18 h at rt. The reaction mixture was then washed with 1 N HCl and brine. The organics were dried over anhydrous NazS04 and concentrated. The resulting oil was chromatographed on a silica column with a gradient (100% hexanes to 80% hexanes/20% acetone) to provide 2-tert-butyl5-(1,1,1,3,3,3-hexafluoropropan-2-yl) tetrahydropyrrolo[3,4-c]pyrrole-2,5(1H,3H)-dicarboxylate (5.74 g, 82%). 1H NMR (400 MHz,Chloroform-d) 0 5.87-5.66 (m, 1H), 3.85-3.70 (m, 2H), 3.70-3.55 (m, 2H), 3.46-3.37 (m,2H), 3.37- 3.17 (m, 2H), 2.96 (br s, 2H), 1.52 (s, 9H). ). LCMS (ESI, m/z): 429.0 [M+Ht.

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

Reference:
Patent; ABIDE THERAPEUTICS, INC.; JONES, Todd, K.; CISAR, Justin, S.; GRICE, Cheryl, A.; WANG, Dong-Hui; WEBER, Olivia, D.; WO2015/3002; (2015); 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. 141449-85-6, name is tert-Butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C11H20N2O2

A catalyst solution was prepared by mixing tris(dibenzylideneacetone)dipalladium (Pd2(dba)3; 35 mg, 0.038 mmol; Alfa) and racemic 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (BINAP; 61 mg, 0.098 mmol; Strem) in toluene (1 mL) and heating the mixture to 80 C. for 15 min. The solution was cooled, and then added to a mixture of 3-Boc-3,7-diazabicyclo[3.3.0]octane (483 mg, 2.28 mmol; see WO 0181347) and 2,7-dibromofluoren-9-one (336 mg, 0.994 mmol; Aldrich) in toluene (5 mL). Sodium tert-butoxide (276 mg, 2.87 mmol; Aldrich) was then added, and the reaction mixture was purged with nitrogen and heated to 80-85 C. overnight (16 h). After cooling to room temperature, the mixture was filtered through diatomaceous earth and purified by chromatography (80 g silica gel, 10-100% EtOAc-hexanes) to afford the title compound (322 mg, 0.537 mmol, 54% yield). MS (DCl/NH3): m/z 601 (M+1)+.

According to the analysis of related databases, 141449-85-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Schrimpf, Michael R.; Sippy, Kevin B.; Ji, Jianguo; Li, Tao; Frost, Jennifer M.; Briggs, Clark A.; Bunnelle, William H.; US2005/234031; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 141449-85-6, name is tert-Butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate, molecular formula is C11H20N2O2, 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: 141449-85-6

Example 90A 5-(6-Chloro-pyridazin-3-yl)-hexahydro-pyrrolo[3,4-c]pyrrole-2-carboxylic Acid tert-butyl Ester The product of Example 6c (1.5 g, 7.1 mmol) was dissolved in 1,4-dioxane (35 mL). 3,6-Dichloropyridazine (Aldrich, 1.37 g, 9.2 mmol), tris(dibenzylideneacetone)dipalladium (0) (Pd2(dba)3, Strem, 0.28 g, 0.31 mmol), 1,3-bis(2,6-di-1-propylphenyl)imidazolium chloride (Strem, 0.38 g, 0.90 mmol), and Cs2CO3 (6.97 g, 21.2 mmol) were added and the mixture was stirred at 85 C. for 18 h, then cooled to room temperature, filtered and concentrated under vacuum. The residue was triturated with 80% EtOAc-hexanes (50 mL) and the resulting solid was filtered and dried under vacuum to give 0.81 g of the title compound (2.5 mmol, 35% yield). MS (DCl/NH3) m/z 325 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 141449-85-6, its application will become more common.

Reference:
Patent; Basha, Anwer; Bunnelle, William H.; Dart, Michael J.; Gallagher, Megan E.; Ji, Jianguo; Li, Tao; Pace, Jennifer M.; Ryther, Keith B.; Tietje, Karin R.; Mortell, Kathleen H.; Nersesian, Diana L.; Schrimpf, Michael R.; US2005/101602; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 141449-85-6,Some common heterocyclic compound, 141449-85-6, name is tert-Butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate, molecular formula is C11H20N2O2, 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.

Reference Example 35: 5-(4-ChIoro-6-morphoIin-4-vI-pyrimidin-2-vImethyl)- hexahydro-pyrroloP.lambda-cipyrrole^-carboxylic acid tert- butyl ester; To a solution of 4-(2-bromomethyl-6-chloro-pyrimidin-4-yl)-morpholine (230 mg,0.786 mmol) in DMF (10 mL) were added potassium carbonate (212 mg, 1.53 mmol) and hexahydro-pyrrolo[3,4-c]pyrrole-2-carboxylic acid tert-butyl ester (250 mg, 1.18 mmol). The mixture was stirred at RT for 30 min. The reaction mixture was diluted with water then extracted into EtOAc. The organic layer was washed with brine, dried (MgSO4) and concentrated in vacuo. The resultant residue was purified by column chromatography to give the title compound as a colourless oil (332 mg, 100 %). [M + H]+ 424.3

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 hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate, its application will become more common.

Reference:
Patent; PIRAMED LIMITED; THE INSTITUTE OF CANCER RESEARCH; WO2008/125833; (2008); 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. 141449-85-6, name is tert-Butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate, A new synthetic method of this compound is introduced below., Quality Control of tert-Butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

Example 257B 5-(1-Phenyl-1H-pyrazol-4-yl)-hexahydro-pyrrolo[3,4-c]pyrrole-2-carboxylic Acid tert-butyl Ester To the product of Example 6C (0.5 g, 2.4 mmol) in 15 mL toluene in a pressure tube was added the product of Example 257A (0.68 g, 3.06 mmol), tris(dibenzylideneacetone)dipalladium (0) (Pd2(dba)3, Strem, 43 mg, 0.047 mmol), racemic-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (BINAP, Strem, 59 mg, 0.094 mmol), and tert-BuONa (0.362 g, 3.8 mmol). This mixture was warmed to 85 C. and stirred for 18 h. At this point, the reaction was incomplete, so additional Pd2(dba)3 (43 mg, 0.047 mmol) and BINAP (59 mg, 0.094 mmol) were added and the mixture stirred for an additional 24 h. The reaction was cooled to ambient temperature, filtered through Celite diatomaceous earth, concentrated under reduced pressure and purified via flash column chromatography (SiO2, 50% hexanes-EtOAc) to give the title compound (40 mg, 0.113 mmol, 5% yield). MS (DCl/NH3) m/z 355 (M+H)+.

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; Basha, Anwer; Bunnelle, William H.; Dart, Michael J.; Gallagher, Megan E.; Ji, Jianguo; Li, Tao; Pace, Jennifer M.; Ryther, Keith B.; Tietje, Karin R.; Mortell, Kathleen H.; Nersesian, Diana L.; Schrimpf, Michael R.; US2005/101602; (2005); 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. 141449-85-6, name is tert-Butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate, A new synthetic method of this compound is introduced below., SDS of cas: 141449-85-6

A 50-mL round-bottom flask was charged with 2-fluoro-4-(trifluoromethyl)benzaldehyde (0.500 g, 2.60 mmol, 1.00 equiv) in dimethyl sulfoxide (10 mL), tert-butyl octahydropyrrolo[3,4-c]pyrrole-2-carboxylate (0.828 g, 3.90 mmol, 1.50 equiv), and potassium carbonate (1.08 g, 7.81 mmol, 3.00 equiv). The resulting solution was stirred overnight at 90 C. and quenched with water (20 mL). The mixture was extracted with ethyl acetate (3*20 mL) and the organic layers were combined, washed with brine (2*20 mL), dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was chromatographed on a silica gel column with ethyl acetate/petroleum ether (1/3) to provide 0.580 g (58% yield) of tert-butyl 5-(2-formyl-5-(trifluoromethyl)phenyl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate as a yellow solid. LCMS (ESI, m/z): 385 [M+H]+.

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

Reference:
Patent; ABIDE THERAPEUTICS, INC.; GRICE, Cheryl A.; BUZARD, Daniel J.; SHAGHAFI, Michael B.; WEBER, Olivia D.; (127 pag.)US2019/202801; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics