Category: 127946-77-4

Related Products of 127946-77-4, A common heterocyclic compound, 127946-77-4, name is 1-Amino-1-cyclopropanecarbonitrile hydrochloride, molecular formula is C4H7ClN2, 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 H: (1R,2R)-2-(4-(4-bromophenyl)-2-(3,4-difluorophenyl)oxazol-5-yl)-N-(1-cyanocyclopropyl)cyclohexanecarboxamide [0231] To a solution of (1R,2R)-2-(4-(4-bromophenyl)-2-(3,4-difluorophenyl)oxazol-5-yl)cyclohexanecarboxylic acid (72 mg, 0.156 mmol) and HATU (89 mg, 0.389 mmol) in DMF (1 mL) was added 1-cyanocyclopropanaminium chloride (46.2 mg, 0.389 mmol) followed by the addition of Hunig’s base (101 mg, 0.779 mmol) and stirred at 40 C. overnight. The resulting solution was purified directly by reverse phase HPLC (Sunfire C18 30×150 mm column; 40 to 95% MeCN in water. 0.1% TFA modifier for MeCN and water) to give desired product as a white solid (32 mg, 39%).

The synthetic route of 127946-77-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Stachel, Shawn; Paone, Daniel V.; Li, Jing; Nanda, Kausik; US2015/99719; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 127946-77-4, name is 1-Amino-1-cyclopropanecarbonitrile hydrochloride, A new synthetic method of this compound is introduced below., Safety of 1-Amino-1-cyclopropanecarbonitrile hydrochloride

In a 10 mL round-bottomed flask, example 7G) (35 mg, 89.8 mumol, Eq: 1.00) was combined with DMF (1 mL) to give a light brown solution. HATU (68.3 mg, 180 mumol, Eq: 2.00), 1-aminocyclo-propanecarbonitrile hydrochloride (13.0 mg, 108 mumol, Eq: 1.20) and Hunig’s base (40.6 mg, 54.9 muL, 314 mumol, Eq: 3.50) were added. The reaction mixture was stirred at 22 C. for 20 h. The reaction mixture was poured into saturated aqueous NaHCO3 solution and extracted with DCM (2*). The organic layers were combined, washed with water (3*) and brine (1*). The organic layers were dried over Na2SO4 and concentrated in vacuo. The crude material was purified by flash chromatography (silica gel, 10 g, n-heptane/AcOEt 1/1) and preparative HPLC to yield a light brown powder (11 mg; 27%). m/z=454.2 [M+H]+.

The synthetic route of 127946-77-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HOFFMANN-LA ROCHE INC.; Anselm, Lilli; Banner, David; Blanc, Jean-Baptiste; Gaufreteau, Delphine; Haap, Wolfgang; Hartmann, Guido; Kuhn, Bernd; Luebbers, Thomas; Peters, Jens-Uwe; Spinnler, Beat; US2013/196965; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 127946-77-4, 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. 127946-77-4, name is 1-Amino-1-cyclopropanecarbonitrile hydrochloride belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 41C) (4.83 g, 10.3 mmol, Eq: 1.00) was dissolved in acetonitrile (40 ml). HATU (7.84 g, 20.6 mmol, Eq: 2.00), DIEA (2.66 g, 3.6 ml, 20.6 mmol, Eq: 2.00) and 1- aminocyclopropane-carbonitrile hydrochloride (1.47 g, 12.4 mmol, Eq: 1.20) were added to the solution and stirred at 22C for 2 h. The reaction mixture was poured into aqueous 0.1 M HC1 (100 ml) and extracted with dischloromethane (3 x 75 mL). The organic layers were dried over Na2S04 and concentrated in vacuo. The crude material was purified by flash chromatography (silica gel, 120 g, 0% to 60% AcOEt in heptane) to yield a white solid (3.2 g; 58%). m/z = 531.9 [M-H]

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

Related Products of 127946-77-4, The chemical industry reduces the impact on the environment during synthesis 127946-77-4, name is 1-Amino-1-cyclopropanecarbonitrile hydrochloride, I believe this compound will play a more active role in future production and life.

E. Synthesis of the Intermediate Amide 6H The carboxylic acid 5A (195 mg, 0.5 mmol), 1-aminocyclopropanecarbonitrile hydrochloride (65.2 mg, 550 mumol), HATU (380 mg, 1.00 mmol) and ethyldiisopropyl amine (262 muL, 1.5 mmol) were dissolved in acetonitrile (10 mL) and stirred at room temperature over night. The reaction was concentrated under reduced pressure. The residue was diluted with 5% aqueous sodium carbonate solution and extracted twice with ethyl acetate. The combined organic layers were washed with 1M aqueous hydrogen chloride solution and with saturated aqueous sodium chloride solution, dried over Na2SO4, filtered and concentrated under reduced pressure to yield (2S,4R)-tert-butyl 4-(2-chlorophenylsulfonyl)-2-(1-cyanocyclopropylcarbamoyl)-pyrrolidine-1-carboxylate 6H as a yellow oil (66%). MS ISP (m/e): 354.2 (100) [(M-BOC+H)]+, 398.1 (25) [(M-Isobutylene+H)]+, 454.1 (12) [(M+H)]+.

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, 1-Amino-1-cyclopropanecarbonitrile hydrochloride, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 127946-77-4, name is 1-Amino-1-cyclopropanecarbonitrile hydrochloride, belongs to nitriles-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 127946-77-4, Formula: C4H7ClN2

To prepare (2S,4R)-4-[2-chloro-4-((5)-2,2,2-trifluoro-1-methyl-ethoxy)-benzenesulfonyl]-1-(1-trifluoromethyl-cyclopropanecarbonyl)-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide, example 183c (200 mg) was dissolved in DMF (2.0 mL). HATU (420 mg), DIEA (143 mg) and 1-amino-1-cyclopropane carbonitrile hydrochloride were added to the solution. The obtained suspension was stirred at ambient temperature for 2 h. After that the solvent was evaporated under reduced pressure to dryness. The residue was dissolved in CH2Cl2 (25 ml), was extracted in succession with aqueous 0.5 NHCl-solution, aqueous 10% Na2CO3-solution and brine. The water layers were washed with totally CH2Cl2 (50 ml), the combined organic layers were dried over Na2SO4, filtered and evaporated. The residue was purified over silica gel chromatography with n-heptan: AcOEt to yield 130 mg (59%) of the title compound as colorless amorphous solid. MS (ESI): m/z=602.1 [M+H]+.

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, 1-Amino-1-cyclopropanecarbonitrile hydrochloride, other downstream synthetic routes, hurry up and to see.

Electric Literature of 127946-77-4, A common heterocyclic compound, 127946-77-4, name is 1-Amino-1-cyclopropanecarbonitrile hydrochloride, molecular formula is C4H7ClN2, 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.

To a vial containing (1 R,2R,5 S)-2-(2-(tert-butyl)-5 -(4-( 1 -imino- 1-oxidothiomorpholino)phenyl)oxazol-4-yl)-5 -fluorocyclohexanecarboxylic acid (12 mg, 0.025 mmol) was added 1-aminocyclopropanecarbonitrile hydrochloride (72.5 mg, 0.6 11 mmol), DIPEA (115 uL, 0.696 mmol), and HATU (13.4 mg, 0.035 mmol). The resulting mixture was heated at 65 C for 4.5 hours. The reaction mixture was cooled to RT. The crude mixture was purified directly via reverse phase preparative HPLC (water/lO to 75% MeCN, 0.1% TFA, 15mm). Fractions with the desired product after HPLC were treated with saturated NaHCO3 and extracted with CH2C12 (3 x 10 mL), then EtOAc, washed with brine (30 mL), dried (Mg504), and evaparated under reduced pressure giving 8.2 mg (60%) of (2R,55)-2-(2-(tert-butyl)-5-(4-(1- imino- 1 -oxidothiomorpholino)phenyl)oxazol-4-yl)-N-( 1 -cyanocyclopropyl)-5 -fluorocyclohexanecarboxamide (Compound 13). ?H NMR (500 MHz, CDC13): oe 0.89-0.84 (m; 2H); 0.98-0.93 (m; 1 H); 1.33-1.28 (m; 1 H); 1.41-1.39 (m; 1 H); 1.43 (s; 9 H); 2.07-1.92 (m; 3H); 2.15 (brt; J= 16.14 Hz; 2 H); 2.99 (t; J= 11.59 Hz; 1 H); 3.17-3.13 (m; 5 H); 3.94-3.86 (m;4 H); 5.00 (d; J = 47.85 Hz; 1 H); 6.35 (s; 1 H); 6.95 (d; J = 8.51 Hz; 2 H); 7.46 (d; J = 8.47 Hz;2 H); MS (ES, m/z): 542.2 (M + 1)

The synthetic route of 127946-77-4 has been constantly updated, and we look forward to future research findings.

127946-77-4, name is 1-Amino-1-cyclopropanecarbonitrile hydrochloride, belongs to nitriles-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. Computed Properties of C4H7ClN2

To a vial containing (lR,2R,5S)-2-(2-(ieri-butyl)-5-(4-(l-imino-l- oxidothiomorpholino)phenyl)oxazol-4-yl)-5-fluorocyclohexanecarboxylic acid (12 mg, 0.025 mmol) was added 1-aminocyclopropanecarbonitrile hydrochloride (72.5 mg, 0.61 1 mmol), DIPEA (1 15 uL, 0.696 mmol), and HATU (13.4 mg, 0.035 mmol). The resulting mixture was heated at 65 C for 4.5 hours. The reaction mixture was cooled to RT. The crude mixture was purified directly via reverse phase preparative HPLC (water/10 to 75% MeCN, 0.1 % TFA, 15 min). Fractions with the desired product after HPLC were treated with saturated NaHCC>3 and extracted with CH2CI2 (3 x 10 mL), then EtOAc, washed with brine (30 mL), dried (MgS04), and evaparated under reduced pressure giving 8.2 mg (60%) of (2R,5S)-2-(2-(/er/-butyl)-5-(4-(l-imino-l – oxidothiomorpholino)phenyl)oxazol-4-yl)-N-(l -cyanocyclopropyl)-5- fiuorocyclohexanecarboxamide (Compound 13).1H NMR (500 MHz, CDCl3): delta 0.89-0.84 (m; 2 H); 0.98-0.93 (m; 1 H); 1.33-1.28 (m; 1 H); 1.41-1.39 (m; 1 H); 1.43 (s; 9 H); 2.07-1.92 (m; 3 H); 2.15 (br t; J = 16.14 Hz; 2 H); 2.99 (t; J = 1 1.59 Hz; 1 H); 3.17-3.13 (m; 5 H); 3.94-3.86 (m; 4 H); 5.00 (d; J = 47.85 Hz; 1 H); 6.35 (s; 1 H); 6.95 (d; J = 8.51 Hz; 2 H); 7.46 (d; J = 8.47 Hz; 2 H); MS (ES, m/z): 542.2 (M + 1)

The synthetic route of 127946-77-4 has been constantly updated, and we look forward to future research findings.

Related Products of 127946-77-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 127946-77-4 name is 1-Amino-1-cyclopropanecarbonitrile hydrochloride, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Diisopropylethylamine (4.2 mL) was added to a 0 C. suspension of the acid (1.5 g) from above, 1-amino-1-cyclopropanecarbonitrile hydrochloride (1.18 g), O-(7-azabenzotriazol-1-yl)-N, N, N’, N’-tetramethyluronium hexafluorophosphate (1.94 g) and dimethylformamide (5 mL) and the mixture was reacted at room temperature for 48 h. It was then poured on ice and dilute aqueous ammonium chloride. The mixture was extracted with ethyl acetate and ether (1:1) and the combined organic layers were washed with pH 3 dilute Na2HPO4 and brine. The solvents were evaporated to dryness and the residue was purified by chromatography on SiO2 using ethyl acetate and hexanes (1:2) to yield N2-[(1S)-1-(4-bromophenyl)-2,2,2-trifluoroethyl]-N1-(1-cyanocyclopropyl)-4-fluoro-L-leucinamide in a sufficient purity state for the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Amino-1-cyclopropanecarbonitrile hydrochloride, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 127946-77-4, name is 1-Amino-1-cyclopropanecarbonitrile hydrochloride, belongs to nitriles-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 127946-77-4, Formula: C4H7ClN2

General procedure: Thecarboxylic acid intermediate (1 eq) was dissolved into DCM (1-3 mL/1 mmol) andcooled to 0C. HATU (2 eq) and DIPEA (4 eq) were then added and reaction wasstirred at 0C for 5-10 min. 2-aminoacetonitrile bisulfate (2-5 eq) was thenadded and reaction was allowed to warm and stir at room temperature overnight.Upon completion, the reaction was poured into a 1N HCl(aq) solutionand extracted with DCM. The combined organic layers were washed with 1N HCl(aq)solution, NaHCO3(aq) solution, and brine then dried over MgSO4,and concentrated. The crude material was purified by flash chromatography(0-100% EtOAc:Hexane gradient). 15-89%

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Amino-1-cyclopropanecarbonitrile hydrochloride, and friends who are interested can also refer to it.

Reference:
Article; Zwicker, Jeffery D.; Diaz, Nicolas A.; Guerra, Alfredo J.; Kirchhoff, Paul D.; Wen, Bo; Sun, Duxin; Carruthers, Vern B.; Larsen, Scott D.; Bioorganic and Medicinal Chemistry Letters; vol. 28; 10; (2018); p. 1972 – 1980;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 127946-77-4, These common heterocyclic compound, 127946-77-4, name is 1-Amino-1-cyclopropanecarbonitrile hydrochloride, 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 5To a solution of 3-(morpholin-4-sulfonyl)-2(i?)-[2,2,2-trifluoro-l(5}-(4-fluorophenyl)- EPO ethylamino] -propionic acid (0.034 g, 0.082 mmol) and the HCl salt of 1-aminocyclopropane- carbonitrile (OmegaChem, 0.013 g, 0.107 mmol) in DMF (1 mL) at rt was added solid HATU (PacificChem, 0.041 g, 0.107 mmol) in one portion followed by DIPEA (Aldrich, 0.043 mL, 0.246 mmol) to produce a bright yellow, clear solution. After stirring at rt for 1 h, the reaction was diluted in EtOAc and quenched with 10% aqueous NaHCO3. Water was added to dissolve precipitated solids. The aqueous layer was separated and extracted with EtOAc. The combined organics were washed with brine and dried over anhydrous Na2SO4. Following concentration in vacuo, the crude product was purified by column chromatography on SiO2 (2/1 EtOAc/Hex). Following concentration in vacuo, 0.020 g (51%) of N-(l-cyanocyclopropyl)-3-(morpholin-4- sulfonyl)-2(R)-[2,2,2-trifluoro- 1 (5)-(4-fluorophenyl)ethylamino]propionamide was obtained as?a white foamy solid with repeated concentration from CH2Cl2. LC/MS: 501.4 (M+Nua)+; 479.3 (M+H)+; 477.2 (M-H)”.

The synthetic route of 127946-77-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AXYS PHARMACEUTICALS, INC.; WO2006/60810; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts