Category: 1029413-51-1

Electric Literature of 1029413-51-1, The chemical industry reduces the impact on the environment during synthesis 1029413-51-1, name is 4-Amino-1-(1-boc-azetidin-3-yl)-1H-pyrazole, I believe this compound will play a more active role in future production and life.

C) tert-butyl 3-(4-((4-((3S)-3-cyano-3-cyclopropyl-2-oxopyrrolidin-1-yl)pyrimidin-2-yl)amino)-1H-pyrazol-1-yl)azetidine-1-carboxylate To a solution of (3S)-1-(2-chloropyrimidin-4-yl)-3-cyclopropyl-2-oxopyrrolidine-3-carbonitrile (300 mg) obtained in Step E of Example 103, tert-butyl 3-(4-amino-1H-pyrazol-1-yl)azetidine-1-carboxylate (300 mg) obtained in Step B of Example 131, cesium carbonate (740 mg) and 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (110 mg) in tetrahydrofuran (10 mL) was added tris(dibenzylideneacetone)dipalladium(0) (105 mg), and the mixture was stirred at 90C for 10 hr under argon atmosphere. The solvent was evaporated under reduced pressure, and the reaction mixture was poured into water, and extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, hexane/ethyl acetate) to give the title compound (310 mg). MS(ESI+): [M+H]+ 465.4.

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-1-(1-boc-azetidin-3-yl)-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takeda Pharmaceutical Company Limited; TSUKAMOTO, Tetsuya; OHBA, Yusuke; YUKAWA, Takafumi; NAGAMIYA, Hiroyuki; KAMEI, Taku; TOKUNAGA, Norihito; SAITOH, Morihisa; OKABE, Atsutoshi; EP2832734; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 1029413-51-1,Some common heterocyclic compound, 1029413-51-1, name is 4-Amino-1-(1-boc-azetidin-3-yl)-1H-pyrazole, molecular formula is C11H18N4O2, 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 14: Synthesis of I -(2-(2-(2-((I -(azetidin-3-yl)-I H-pyrazol-4-yl)amino)-5- chloropyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamide (14)H2N.O H2NO_ H1BoC_NN/j NH2 + CI N1>A14 A18HNNNY(a) tert-Butyl 3-(4-((4-(2-(1-carbamoylcyclopropyl)phenethyl) -5-chloropyrimidin-2-yI)amino)- 1H-pyrazol- 1-yI)azetidine- 1-carboxylate (A 18) A suspension of 1-(2-(2-(2,5-dichloropyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamide A14 (0.100 g, 0.297 mmol), 052003 (0.291 g, 0.892 mmol) and tert-butyl 3-(4-amino-1H-pyrazol-1-yl)azetidine-1-carboxylate (0.142 g, 0.595 mmol) in dioxane (3 mL) was sonicated for 10 minutes. Xantphos(6.9 mg, 12 pmol) and Pd(ll) acetate (1.3 mg, 5.9 pmol) were added to thesuspension and the mixture was irradiated in the microwave for 20 minutes at 120 00 The resulting mixture was adsorbed onto silica gel and purified by columnchromatography (Biotage Isolera, 24 g Si02 cartridge, 0-100% EtOAc in petroleum benzine 40-60 00 then 0-40% MeOH in EtOAc) to give the title compound A18 as ayellow oil (110 mg, 69%). LCMS-A: rt 6.349 mm; m/z 538.3 [M+H].

The synthetic route of 1029413-51-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CANCER THERAPEUTICS CRC PTY LIMITED; FOITZIK, Richard Charles; MORROW, Benjamin Joseph; HEMLEY, Catherine Fae; LUNNISS, Gillian Elizabeth; CAMERINO, Michelle Ang; GANAME, Danny; STUPPLE, Paul Anthony; LESSENE, Romina; KERSTEN, Wilhelmus Johannes Antonius; HARVEY, Andrew John; HOLMES, Ian Peter; WO2014/26243; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 1029413-51-1,Some common heterocyclic compound, 1029413-51-1, name is 4-Amino-1-(1-boc-azetidin-3-yl)-1H-pyrazole, molecular formula is C11H18N4O2, 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.

[0483j To a solution of N-(2-(2-chloropyrimidin-4-yl)-6,7,8 ,9-tetrahydro-5H- benzo [7] annulen-5 -yl)-3 -isopropoxyazetidine- 1 -carboxamide (130 mg, 0.32 mmol) in 1,4- dioxane (5 mL) were added 1-ethyl-1H-pyrazol-4-amine (36 mg, 0.32 mmol), Pd2(dba)3 (29 mg, 0.032 mmol), S-Phos (26 mg, 0.064 mmol) and Cs2CO3 (312 mg, 0.96 mmol). The mixture was stirred at 100 C for 2 h. After diluted with water (50 mL), the mixture was extracted with EtOAc (60 mL x 2). The combined organic layers were dried (Na2SO4), filtered and concentrated. The crude product was purified by prep-HPLC (CH3CN/H20 with 0.05% NH4OH as mobile phase) to give N-(2-(2-(( 1-ethyl-i H-pyrazol-4-yl)amino)pyrimidin-4-yl)-6,7,8 ,9-tetrahydro-5H- benzo[7]annulen-5-yl)-3-isopropoxyazetidine-1-carboxamide as a yellow solid (129 mg, yield:73%). [0574j Synthesis of tert-butyl 3 -(4-((4-(4-((3 -(tert-butoxy)azetidine- 1- carboxamido)methyl)-3 -(trifluoromethyl)phenyl)pyrimidin-2-yl)amino)- 1H-pyrazol- 1- yl)azetidine-1-carboxylate was similar to that of Example 161. The residue was purified by silica gel chromatography column (EtOAc: petroleum ether = 10:1) to give tert-butyl 3-(4-((4-(4- ((3 -(tert-butoxy)azetidine- 1 -carboxamido)methyl)-3 -(trifluoromethyl)phenyl)pyrimidin-2- yl)amino)-1H-pyrazol-1-yl)azetidine-1-carboxylate as a yellow solid (230 mg, yield: 46%). ESIMS (M+H) : 645.2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Amino-1-(1-boc-azetidin-3-yl)-1H-pyrazole, its application will become more common.

Reference:
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; HOPKINS, Brian, T.; MA, Bin; CHAN, Timothy, Raymond; SUN, Lihong; ZHANG, Lei; KUMARAVEL, Gnanasambandam; LYSSIKATOS, Joseph, P.; KOCH, Kevin; MIAO, Hua; WO2015/89337; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 1029413-51-1, The chemical industry reduces the impact on the environment during synthesis 1029413-51-1, name is 4-Amino-1-(1-boc-azetidin-3-yl)-1H-pyrazole, I believe this compound will play a more active role in future production and life.

C) tert-butyl 3-(4-((4-((3S)-3-cyano-3-cyclopropyl-2-oxopyrrolidin-1-yl)pyrimidin-2-yl)amino)-1H-pyrazol-1-yl)azetidine-1-carboxylate To a solution of (3S)-1-(2-chloropyrimidin-4-yl)-3-cyclopropyl-2-oxopyrrolidine-3-carbonitrile (300 mg) obtained in Step E of Example 103, tert-butyl 3-(4-amino-1H-pyrazol-1-yl)azetidine-1-carboxylate (300 mg) obtained in Step B of Example 131, cesium carbonate (740 mg) and 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (110 mg) in tetrahydrofuran (10 mL) was added tris(dibenzylideneacetone)dipalladium(0) (105 mg), and the mixture was stirred at 90C for 10 hr under argon atmosphere. The solvent was evaporated under reduced pressure, and the reaction mixture was poured into water, and extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, hexane/ethyl acetate) to give the title compound (310 mg). MS(ESI+): [M+H]+ 465.4.

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-1-(1-boc-azetidin-3-yl)-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takeda Pharmaceutical Company Limited; TSUKAMOTO, Tetsuya; OHBA, Yusuke; YUKAWA, Takafumi; NAGAMIYA, Hiroyuki; KAMEI, Taku; TOKUNAGA, Norihito; SAITOH, Morihisa; OKABE, Atsutoshi; EP2832734; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1029413-51-1, name is 4-Amino-1-(1-boc-azetidin-3-yl)-1H-pyrazole, 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 1029413-51-1, Quality Control of 4-Amino-1-(1-boc-azetidin-3-yl)-1H-pyrazole

General procedure: [0 140j To a solution of tert-butyl 2-methyl-4-(4,4,5 ,5 -tetramethyl- 1,3 ,2-dioxaborolan-2- yl)benzylcarbamate (3.47 g, 10 mmol) and 2,4-dichloropyrimidine (1.79 g, 12 mmol) in 1,4- dioxane (28 mL) and H20 (7 mL), Pd(dppf)C12.DCM (815 mg, 1.0 mmol) and K2C03 (2.76 g,mmol) were added under N2. The mixture was stirred at 90 C for 2 h. After cooling to rt, the mixture was diluted with H20 (80 mL) and extracted with EA (80 mL x2). The organic layers were dried and concentrated. The residue was purified by column chromatography (silica,petroleum ether/EtOAc = 5:1 to 2:1) to give tert-butyl 4-(2-chloropyrimidin-4-yl)-2- methylbenzylcarbamate (2.67 g, yield 80%) as white solid. [0231j Synthesis of tert-butyl 3 -(4-((4-(4-((2-(tert-butyl)thiazole-5 – carboxamido)methyl)-3 -methylphenyl)pyrimidin-2-yl)amino)- 1 H-pyrazol- 1 -yl)azetidine- 1- carboxylate was similar to that of tert-butyl 4-(2-chloropyrimidin-4-yl)-2- methylbenzylcarbamate. Purified through silica gel column chromatography with (MeOH/DCM= 1/20) to give tert-butyl 3 -(4-((4-(4-((2-(tert-butyl)thiazole-5 – carboxamido)methyl)-3 -methylphenyl)pyrimidin-2-yl)amino)- 1 H-pyrazol- 1 -yl)azetidine- 1- carboxylate (150 mg, yield: 69%) as a yellow solid. ESI-MS (M+H) : 603.2. ?H NMR (400 MHz, CDC13) (5: 8.45 (d, J= 5.2 Hz, iH), 8.i2 (s, iH), 8.05 (s, iH), 7.88 (s, iH), 7.85 (d, J 8.0 Hz, iH), 7.64 (s, iH), 7.42 (d, J= 8.0 Hz, iH), 7.10 (d, J 5.6 Hz, iH), 6.94 (s, iH), 6.i 1-6.09 (m, iH), 5.08-5.01 (m, iH), 4.68 (d, J= 5.2 Hz, 2H), 4.42-4.33 (m, 4H), 2.46 (s, 3H), 1.56 (s,

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Amino-1-(1-boc-azetidin-3-yl)-1H-pyrazole, and friends who are interested can also refer to it.