Category: 398495-65-3

Adding a certain compound to certain chemical reactions, such as: 398495-65-3, name is 5-tert-Butyl 1-ethyl 3-aminopyrrolo[3,4-c]pyrazole-1,5(4H,6H)-dicarboxylate, belongs to pyrazoles-derivatives 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 398495-65-3, HPLC of Formula: C13H20N4O4

General procedure: To a solution of 2 (13.00 g, 43.90 mmol) and DIEA ( 33.60 g, 260.00 mmol) in dry THF (400 mL) was added dropwise a solution of corresponding acyl chlorides (48.30 mmol) in dry THF (50 mL) over a period of 1 h at room temperature. The reaction mixture was stirred for 12 h at the same temperature and concentrated under reduced pressure. The residue was treated with ethyl acetate / saturated saline (400 mL: 400 mL) and stayed for 2 h, and then filtered. The precipitate was washed with diethyl ether (30 mL), and dried in vacuo to yield the title compounds 3a-d. 3e was obtained by flash chromatography (180 g silica gel, petroleum ether/AcOEt, 0-30%, V/V).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-tert-Butyl 1-ethyl 3-aminopyrrolo[3,4-c]pyrazole-1,5(4H,6H)-dicarboxylate, and friends who are interested can also refer to it.

Reference:
Article; Bai, Xiao-Guang; Yu, Dong-Ke; Wang, Ju-Xian; Zhang, Hao; He, Hong-Wei; Shao, Rong-Guang; Wang, Yu-Cheng; Li, Xue-Mei; Bioorganic and medicinal chemistry letters; vol. 22; 22; (2012); p. 6947 – 6951,5;,
Pyrazole – Wikipedia,
Pyrazoles – 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. 398495-65-3, name is 5-tert-Butyl 1-ethyl 3-aminopyrrolo[3,4-c]pyrazole-1,5(4H,6H)-dicarboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: 398495-65-3

A: starting materials i) 3-[(3,3-Dimethyl-2-oxo-2,3-dihydro-lH-mdole-6-carbonyl)-amino]-4,6- dihydro-pyrrolo[3>4-c]pyrazole-l,5-dicarboxylic acid 5-tert-butyl ester 1-ethyl ester3,3-Dimethyl-2-oxo-2,3-dihydro-lH-indole-6-carboxylic acid (3.0 g, 14.62 mmol) was dissolved in thionylchloride (19.1 mL, 163 mmol) and after addition of N,N- dimethylformamide (DMF) (200 muL) the mixture was refluxed for 1.5 hours. The volatiles were carefully removed under reduced pressure and the resulting 3,3- dimethyl-2-oxo-2,3-dihydro-lH-indole-6-carbonyl chloride was added portionwise to a mixture of 3-amino-4,6-dihydro-pyrrolo[3,4-c]pyrazole-l,5-dicarboxylic acid 5-tert-butyl ester 1-ethyl ester (4.33 g, 14.62 mmol) in dry dichloromethane (DCM) (40 mL) and ethyl-diisopropyl-amine (DIEA) (2.53 mL, 14.62 mmol). The resulting mixture was stirred for 30 minutes, washed with water (20 mL) and brine (20 mL) and evaporated to dryness. Purification by flash chromatography over silica gel eluting with ethyl acetate/«-heptane (2:1), afforded the title compound as a white solid (5.5 g, 78 %).MS: M = 482.0 (ESI-)1H-NMR (400 MHz, DMSO): delta (ppm) = 1.28 (s, 6H), 1.34 (t, 3H), 1.46 (s, 9H),4.41 (q, 2H), 4.51 (br, 2H, rotamers), 4.60 (br, 2H, rotamers), 7.42 (m, IH), 7.47 (s, IH), 7.71 (m, IH), 10.58 (s, IH), 11.45 (s, IH)

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; F. HOFFMANN-LA ROCHE AG; WO2008/17465; (2008); A1;,
Pyrazole – Wikipedia,
Pyrazoles – 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. 398495-65-3, name is 5-tert-Butyl 1-ethyl 3-aminopyrrolo[3,4-c]pyrazole-1,5(4H,6H)-dicarboxylate, A new synthetic method of this compound is introduced below., Formula: C13H20N4O4

Synthesis of compound 11b Compound 9b (200 mg, 0.67 mmol), and DIPEA (103 mg, 0.8 mmol) were dissolved in dichloromethane (25 ml), and cool down with ice water; 4-(chloromethyl)benzoyl chloride (compound 10b: 151 mg, 0.8 mmol) was dissolved in dichloromethane (25 ml), add drops at 0-5 C to the reaction solution, rise to the room temperature, and stir for 16 hours, vacuum evaporate the reaction solution and dissolve the residue with ethyl acetate, and wash the organic phase with water, dry the organic phase with sodium sulfate, evaporate the solvent with lower pressure, purify the residue with silica gel layer chromatography (ethyl acetate: petroleum ester=1:2), to give the yellow solid(compound 11b: 220 mg, 73% yield). 1H NMR (400 MHz, CD3OD) delta 7.98 (d, J=8.4 Hz, 2H). 7.60 (d, J=7.6 Hz, 2H). 4.74 (s, 2H), 4.69 (s, 4H), 4.50 (q, J=7.2 Hz, 2H), 1.55 (s, 9H), 1.45 (t, J=7.2 Hz, 3H).

The synthetic route of 398495-65-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chengdu University; ZHENG, Zhebin; (36 pag.)EP3133069; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 398495-65-3, name is 5-tert-Butyl 1-ethyl 3-aminopyrrolo[3,4-c]pyrazole-1,5(4H,6H)-dicarboxylate, 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: 398495-65-3

General procedure: To a solution of 2 (13.00 g, 43.90 mmol) and DIEA ( 33.60 g, 260.00 mmol) in dry THF (400 mL) was added dropwise a solution of corresponding acyl chlorides (48.30 mmol) in dry THF (50 mL) over a period of 1 h at room temperature. The reaction mixture was stirred for 12 h at the same temperature and concentrated under reduced pressure. The residue was treated with ethyl acetate / saturated saline (400 mL: 400 mL) and stayed for 2 h, and then filtered. The precipitate was washed with diethyl ether (30 mL), and dried in vacuo to yield the title compounds 3a-d. 3e was obtained by flash chromatography (180 g silica gel, petroleum ether/AcOEt, 0-30%, V/V).

The synthetic route of 5-tert-Butyl 1-ethyl 3-aminopyrrolo[3,4-c]pyrazole-1,5(4H,6H)-dicarboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bai, Xiao-Guang; Yu, Dong-Ke; Wang, Ju-Xian; Zhang, Hao; He, Hong-Wei; Shao, Rong-Guang; Wang, Yu-Cheng; Li, Xue-Mei; Bioorganic and medicinal chemistry letters; vol. 22; 22; (2012); p. 6947 – 6951,5;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 398495-65-3, name is 5-tert-Butyl 1-ethyl 3-aminopyrrolo[3,4-c]pyrazole-1,5(4H,6H)-dicarboxylate, molecular formula is C13H20N4O4, 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: 398495-65-3

Step 2. 5-(tert-butyl) 1-ethyl 3-((6-bromo-2-fluoro-3-methoxybenzyl)amino)-4,6-dihydropyrrolo[3,4-c]pyrazole-1,5-dicarboxylateSodium triacetoxyborohydride (286.09 mg; 0.136 mmol; 2.00 eq.) was added to a solution of 5-(tert-butyl) 1-ethyl 3-amino-4,6-dihydropyrrolo[3,4-c]pyrazole-1,5-dicarboxylate (200.00 mg; 0.06 mmol; 1.00 eq.) and 6-bromo-2-fluoro-3-methoxybenzaldehyde (157.28 mg; 0.06 mmol; 1.00 eq.) in dichloromethane (4.00 ml), followed by the addition of acetic acid (40.53 mg; 0.06 mmol; 1.00 eq.) and the reaction mix was left stirring at RT. After 1 h no traces of product were seen by LCMS. Some molecular sieves were added to the reaction flask and after 1 h a peak corresponding to the desired product was observed. Reaction mix was left stirring overnight. The reaction was quenched by addition of NaHCO3 solution and extracted twice with DCM. The combined organics were dried over Na2SO4 filtered and concentrated. The crude was purified on silica gel column using 0-100% EtOAc on hexanes to give the desired 5-(tert-butyl) 1-ethyl 3-((6-bromo-2-fluoro-3-methoxybenzyl)amino)-4,6-dihydropyrrolo[3,4-c]pyrazole-1,5-dicarboxylate (70 mg). MS (M+H)+ found for C21H26BrFN4O5: 513/515.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 398495-65-3, its application will become more common.

Reference:
Patent; Global Blood Therapeutics, Inc.; Li, Zhe; Xu, Qing; Yu, Chul; Yee, Calvin; Gwaltney,, II, Stephen L.; Metcalf, Brian W.; Richards, Steven; Lardy, Matthew A.; Setti, Lina; Sham, Hing; US2015/315198; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 398495-65-3, name is 5-tert-Butyl 1-ethyl 3-aminopyrrolo[3,4-c]pyrazole-1,5(4H,6H)-dicarboxylate, belongs to pyrazoles-derivatives 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 398495-65-3, Product Details of 398495-65-3

General procedure: To a solution of 2 (13.00 g, 43.90 mmol) and DIEA ( 33.60 g, 260.00 mmol) in dry THF (400 mL) was added dropwise a solution of corresponding acyl chlorides (48.30 mmol) in dry THF (50 mL) over a period of 1 h at room temperature. The reaction mixture was stirred for 12 h at the same temperature and concentrated under reduced pressure. The residue was treated with ethyl acetate / saturated saline (400 mL: 400 mL) and stayed for 2 h, and then filtered. The precipitate was washed with diethyl ether (30 mL), and dried in vacuo to yield the title compounds 3a-d. 3e was obtained by flash chromatography (180 g silica gel, petroleum ether/AcOEt, 0-30%, V/V).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-tert-Butyl 1-ethyl 3-aminopyrrolo[3,4-c]pyrazole-1,5(4H,6H)-dicarboxylate, and friends who are interested can also refer to it.

Reference:
Article; Bai, Xiao-Guang; Yu, Dong-Ke; Wang, Ju-Xian; Zhang, Hao; He, Hong-Wei; Shao, Rong-Guang; Wang, Yu-Cheng; Li, Xue-Mei; Bioorganic and medicinal chemistry letters; vol. 22; 22; (2012); p. 6947 – 6951,5;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 398495-65-3,Some common heterocyclic compound, 398495-65-3, name is 5-tert-Butyl 1-ethyl 3-aminopyrrolo[3,4-c]pyrazole-1,5(4H,6H)-dicarboxylate, molecular formula is C13H20N4O4, 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 3-amino-5-tert-butyloxycarbonyl-1-ethoxycarbonyl- -4, 6- dihydropyrrolo [3,4-c] pyrazole (0.4g, 1.35 mmol) in dry tetrahydrofurane [(10ML)] was added drop wise to a solution of isoamylnitrite (0. [32ML,] 2. [36MMOL)] in dry tetrahydrofurane (2ml) maintained at reflux. The resulting solution was stirred at reflux for 4 hours, and then cooled to room temperature. After removal of the solvent under vacuum, the crude material was purified by flash chromatography on silica gel using n- [HEXANE. ETHYL] acetate [90No.10 ]; 70-30. The title compound was obtained as a light yellow oil (200mg, y 53%). [H-NMR] (DMSO-d6) [8] ppm: 7.67 (s, 1H); 4.54 (m, 2H); 4.39 (q, 2H); 4.32 (m, [2H)] ; 1.43 (s, 9H); 1.31 (t, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-tert-Butyl 1-ethyl 3-aminopyrrolo[3,4-c]pyrazole-1,5(4H,6H)-dicarboxylate, its application will become more common.

Reference:
Patent; PHARMACIA ITALIA SPA; WO2004/13144; (2004); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 398495-65-3, The chemical industry reduces the impact on the environment during synthesis 398495-65-3, name is 5-tert-Butyl 1-ethyl 3-aminopyrrolo[3,4-c]pyrazole-1,5(4H,6H)-dicarboxylate, I believe this compound will play a more active role in future production and life.

To a mixture of 3-amino-4,6-dihydro-pyrrolo[3,4-c]pyrazole-l,5-dicarboxylic acid 5- tert-butyl ester 1-ethyl ester (244 mg, 0.75 mmol), dry tetrahydrofuran (30 mL) and N,N-diisopropylethylamine (0.75 mL, 4.4 mmol) was added 3-[(tetrahydro-pyran-4-yl)- (2,2,2-trifluoro-acetyl)-amino]-isonicotinoyl chloride (1.1 mmol). The mixture was stirred at 45C for Ih, then evaporated to dryness, diluted with dichloromethane (100 mL), washed with saturated sodium hydrogenocarbonate (100 mL), dried over sodium sulfate and avaporated to dryness affording the crude title compound that was used as such for the next step

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, 5-tert-Butyl 1-ethyl 3-aminopyrrolo[3,4-c]pyrazole-1,5(4H,6H)-dicarboxylate, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 398495-65-3, name is 5-tert-Butyl 1-ethyl 3-aminopyrrolo[3,4-c]pyrazole-1,5(4H,6H)-dicarboxylate, belongs to pyrazoles-derivatives 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 398495-65-3, HPLC of Formula: C13H20N4O4

EXAMPLE 28 Preparation of 3-(2-Naphthalen-2-yl-propionylamino)-4,6-dihydro-pyrrolo[3,4-c]pyrazole-1,5-dicarboxylic acid 5-tert-butyl ester 1-ethyl ester To a solution of 2-naphthalen-2-yl-propionic acid (1.48 g. 7.4 mmol) in DCM (40 ml) and DMF cat., (COCl)2 (0.83 ml, 9.65 mmol) in DCM (10 ml) was added dropwise. The mixture was stirred at r.t. for 30 min. The reaction mixture was concentrated under vacuum, reconstituted twice with toluene and concentrated. A solution of the obtained acyl-chloride in THF (40 ml) was added slowly to a mixture of 3-amino-4,6-dihydro-pyrrolo[3,4-c]pyrazole-1,5-dicarboxylic acid 5-tert-butyl ester 1-ethyl ester (2.0 g, 6.75 mmol) and DIEA (5.8 ml, 33.3 mmol) in THF (40 ml) at 0-5 C. The reaction was allowed to reach r.t. and stirred overnight. The mixture was filtered and the solution evaporated to dryness under vacuum. The resulting residue was dissolved in DCM and the obtained solution was washed with brine, dried over sodium sulfate, filtered and evaporated to dryness. The crude product was purified by flash-chromatography (eluent:ethyl acetate/cyclohexane 3/7 then 4/6) to give 3.0 g (93% yield) of the title compound as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-tert-Butyl 1-ethyl 3-aminopyrrolo[3,4-c]pyrazole-1,5(4H,6H)-dicarboxylate, and friends who are interested can also refer to it.