Category: nitriles-buliding-blocks

Application of 16532-79-9, 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. 16532-79-9 name is 4-Bromophenylacetonitrile, 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.

EXAMPLE 8 Synthesis of N2- ( (1S)-L- {4 – [L- (AMINOCARBONYL) CYCLOPROPYL] BIPHENYL-4-YL}-2, 2, 2-TRIFLUOROETHYL)-NL-(L- cyanocyclopropyl) -4-fluoro-L-leucinamide Step 1 : Preparation of 1-(4-bromophenyl)cyclopropanecarbonitrile; To a room temperature solution of 4-bromophenylacetonitrile (18.0 g) in 22 ML of sodium hydroxide (50% in water W/W) were added 1-BROMO-2-CHLOROETHANE and (12.0 mL) and benzyltrimethylammonium chloride (627 mg). The mixture was heated at 60 C overnight. The reaction mixture was cooled to room temperature and diethyl ether was added (300 mL. The ether layer was washed with water (100 ML), hydrogen chloride (100 ML, 10% HC1 in water) and brine. The organic layer was dried with magnesium sulfate and the solvent removed in vacuo. The residue was purified by trituration using diethyl ether and hexanes to yield the title compound. H NMR (CD3COCD3) 8 7.60 (2H, d), 7.35 (2H, d), 1.74-1. 80 (2H, m), 1.52-1. 57 (2H, m).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromophenylacetonitrile, and friends who are interested can also refer to it.

Some common heterocyclic compound, 57381-37-0, name is 2-Bromo-5-chlorobenzonitrile, molecular formula is C7H3BrClN, 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. Quality Control of 2-Bromo-5-chlorobenzonitrile

GammaAlpha1 l-(2-Bromo-5-chloro-phenyl)- 1-methyl-ethylamine To a stirred solution of 2-bromo-5-chloro-benzonitrile (10 g, 46 mmol) in THF (200 mL) at 0 C, was added MeMgBr (77 mL, 230 mmol) drop wise. The reaction mixture was allowed to warm up to room temperature and stirred for 2 hours. Ti(Oi-Pr)4 (13 g, 46 mmol) was added and the solution was stirred for another 16 hours before it was quenched with aq. HC1 solution and washed with EtOAc. The aqueous phase was adjusted to pH ~ 10 with aq. NaOH solution, and exacted with EtOAc (3x). The combined organic layers were concentrated to give a crude title product (3.8 g, 33%) as oil, which was used directly in the next step without further purification. MS: 249.30 (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 57381-37-0, its application will become more common.

Application of 6393-40-4, These common heterocyclic compound, 6393-40-4, name is 4-Amino-3-nitrobenzonitrile, 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.

In DMF (20 ml), 3-nitro-4-aminobenzonitrile (1.12 g) was dissolved, and the solution was added with 60% sodium hydride (411 mg), followed by stirring at room temperature for 30 minutes. The solution was added with 1-iodopropane (805 mul) and stirred at room temperature for 1 hour. After completion of the reaction, the solvent was distilled off under reduced pressure and the residue was then dissolved in ethyl acetate. The resultant was washed with water and then subjected to extraction with ethyl acetate. The organic layer was washed with a saturated saline solution and dried with anhydrous sodium sulfate. After filtration, the solvent was distilled off under reduced pressure, thereby obtaining a crude product (1.58 g) of the subject compound as a yellow solid. MS(FAB,Pos.):m/z=206[M+H]+

Statistics shows that 4-Amino-3-nitrobenzonitrile is playing an increasingly important role. we look forward to future research findings about 6393-40-4.

Electric Literature of 1009-35-4, 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. 1009-35-4, name is 4-Fluoro-3-nitrobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 4-fluoro-3-nitrobenzonitrile (5.0 g, 30.1 mmol) and Fe powder (5.05 g, 90.3 mmol) in AcOH (100 mL) was heated at 80 C. for 1 hour under N2. Then the solvent was removed under vacuum and water (200 mL) was added to the residue. The solution was adjusted to pH 6 by addition of Na2CO3 and extracted with DCM (2×200 mL). The organic layers were combined, dried over Na2SO4, filtered and concentrated to yield 3-amino-4-fluorobenzonitrile (48), which was used without further purification. MS m/z 137.0 (M+1)+.; To a stirring suspension of imidazo[1,2-a]pyridine-3-carboxylic acid (1) (3.0 g, 18.5 mmol) in anhydrous dichloromethane (50 mL) at 0 C. was added dropwise oxalyl chloride (4.84 mL, 55.5 mmol). Then, three drops of anhydrous DMF was added and the reaction mixture was stirred at room temperature for 15 minutes. The solvent was concentrated and the crude solid was added to a stirring solution of 3-amino-4-fluorobenzonitrile (48) (2.5 g, 18.5 mmol) in anhydrous pyridine (50 mL) at room temperature. The reaction was stirred for 20 minutes and quenched with water (200 mL) with stirring for another 10 minutes. Then the precipitate was filtered and dried in air to yield N-(5-cyano-2-fluorophenyl)imidazo[1,2-a]pyridine-3-carboxamide (49). 1H NMR (400 MHz, d6-DMSO) delta 10.40 (s, 1H), 9.43 (td, J=1.2, 6.8 Hz, 1H), 8.63 (s, 1H), 8.21 (dd, J=2.0, 7.2 Hz, 1H), 7.78-7.84 (m, 2H), 7.54-7.63 (m, 2H), 7.22 (dt, J=1.2, 6.8, 1H). MS m/z 281.1 (M+1)+.; NH2OH (10 mL, 32.1 mmol) was added in one portion to a stirred suspension of N-(5-cyano-2-fluorophenyl)imidazo[1,2-a]pyridine-3-carboxamide (49) (3.6 g, 12.85 mmol) in EtOH (100 mL). The resulting suspension was heated at 70 C. for 3 hours and then the solvent was removed to yield N-(2-fluoro-5-(N?-hydroxycarbamimidoyl)phenyl)imidazo[1,2-a]pyridine-3-carboxamide (50). 1H NMR (400 MHz, d6-DMSO) delta 10.21 (s, 1H), 9.70 (s, 1H), 9.45 (td, J=1.2, 7.2 Hz, 1H), 8.61 (s, 1H), 7.95 (dd, J=2.4, 7.6 Hz, 1H), 7.79 (td, J=1.2, 8.8 Hz, 1H), 7.51-7.60 (m, 2H), 7.31-7.37 (m, 1H), 7.19 (dt, J=1.2, 6.8, 1H), 5.88 (s, 2H). MS m/z 314.1 (M+1)+.

The chemical industry reduces the impact on the environment during synthesis 4-Fluoro-3-nitrobenzonitrile. I believe this compound will play a more active role in future production and life.

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.

Some common heterocyclic compound, 796600-15-2, name is 2-Chloro-4-fluoro-3-methylbenzonitrile, molecular formula is C8H5ClFN, 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: 796600-15-2

Heat a mixture of 2,4-dihydroxy-4-phenyl-l -butylamine (1.8 g, 10 mmol) and 2-chloro-4- fluoro-3-methyl-benzonitrile (1.0 g 6 mmol), cesium carbonate (4.Og, 12 mmol) and anhydrous dimethyl sulphoxide (10 ml) at 100 0C for 5 h. Allow the reaction cool and partition between ethyl acetate (100 ml) and water (3 x 50 ml). Wash the organic layer with 1.0M hydrochloric acid, dry over magnesium sulphate and concentrate to give a yellow oil (1.0 g). Dissolve this material in dichloromethane (20 ml) and treat with trifluoroacetic acid (5 ml). Allow the reaction mixture to stand at room temperature overnight and then wash with water (20 ml) and 2.0M sodium hydroxide (20 ml). Dry the organic layer over EPO magnesium sulphate and concentrate to dryness. Purify the residue by silica gel chromatography (eluting with 5 to 10% methanol / dichloromethane) to give 50 mg (1.6% yield as a single diastereoisomer) of the title compound as a white solid. MS: 313 [M C135+H]+ and 335 [M Cl35+Na]+; 1H NMR (300 MHz, CDCl3): delta 7.28 (m, 5H), 7.20 (d, IH), 6.72 (d, IH), 5.09 (m, IH), 4.60 (br m, IH), 4.29 (m, IH), 3.10 (m, IH), 2.44 (m, IH), 2.43 (s, 3H), 2.00 (m, IH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 796600-15-2, its application will become more common.

Synthetic Route of 3544-25-0, A common heterocyclic compound, 3544-25-0, name is 2-(4-Aminophenyl)acetonitrile, molecular formula is C8H8N2, 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.

Stage 10.2 2,3-Dichloro-N-(4-cyanomethyl-phenyl)-benzenesulfonamide To the solution of 4-aminobenzylcyanide (12 g, 90.8 mmol) in pyridine (11 mL) at RT, a solution of 2,3-dichlorobenzene-sulphonylchloride (22.29 g, 90.8 mmol) in THF (80 mL) is added within 20 minutes. The reaction is stirred at reflux for 2 hours. After cooling, the solvent is removed under reduced pressure and the remaining solid suspended in 10% HCl (200 mL). The crude crystalline product is filtered-off, washed with H2O and dried at 60 C. Final purification is done by suspending the crude compound in MeOH (250 mL), heating to reflux, filtration and drying. 2,3-Dichloro-N-(4-cyanomethyl-phenyl)-benzenesulfonamide (26.54 g, 86%) is obtained as orange crystals: m.p: 202-206 C.; (CH2Cl2/MeOH 98:2): 0.54; ES-MS [M-1]-=338.8; HPLC BtRet=5.85 minutes.

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.

Adding a certain compound to certain chemical reactions, such as: 330793-38-9, name is 4-Bromo-2-methoxybenzonitrile, 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 330793-38-9, SDS of cas: 330793-38-9

Step 2: Preparation of the intermediate: 4-bromo-2-hydroxy-benzonitrile; To a stirred solution of 4-bromo-2-methoxy-benzonitrile (4. 60 g, 21.7 mmol) in methylene chloride (20 mL) was added aluminum chloride (14.5 g, 108 mmol). After stirring under an argon atmosphere for 10 min, more methylene chloride (30 mL) was added, and the mixture left to reflux under argon overnight. The reaction was then diluted with ethyl acetate, washed with water, brine, and dried over magnesium sulfate. The solvent was removed at reduced pressure, providing (4.09g, 95.2percent) of 4-bromo-2- hydroxy-benzonitrile as a slightly gray-colored product. 1H-NMR (CDCI3) 6 7.35 (d, J = 8.4 Hz, 1H), 7.19 (d, J = 1.4 Hz, 1H), 7.14 (dd, J = 8. 4,1, 4 Hz, 1H), 6.15 (s, 1H) ; TLC Rf = 0.78 (50percent ethyl acetate-hexane).

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-Bromo-2-methoxybenzonitrile, other downstream synthetic routes, hurry up and to see.

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. 57381-51-8, name is 4-Chloro-2-fluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 57381-51-8

General procedure: Into an oven-dried flask equipped with a magnetic stir bar was added aryl fluoride (1.00 g, 1.0 eq.), Na2S (1.1 eq.) and DMF (5 mL) under argon. The reaction mixture was stirred at room temperature for 1 h. Then 1 M NaOH (50 mL) was added and was washed with CH2Cl2 (2 x 25 mL). The aqueous layer was acidified to pH ~ 1-2 with 6 N HCl and extracted with CH2Cl2 (2 x 50 mL). The combined organic layer was washed with brine (50 mL), dried over MgSO4, filtered and concentrated under reduced pressure to provide a crude residue. To the residue was added 10% HCl (40 mL) and cooled with an ice-water bath. Then zinc dust (4 g) was added and the mixture was stirred for 1 h. Then EtOAc (100 mL) was added and the mixture was stirred for an additional 30 minutes. The organic layer was separated and washed with water (40 mL) and brine (40 mL), dried over MgSO4, filtered and concentrated to provide the desired product with satisfactory purity.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 57381-51-8.

Adding a certain compound to certain chemical reactions, such as: 330793-38-9, name is 4-Bromo-2-methoxybenzonitrile, 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 330793-38-9, Application In Synthesis of 4-Bromo-2-methoxybenzonitrile

2-(6-(5,6,7,8-Tetrahydropyrido[3,4-d]pyrimidin-4-yl)amino)pyridin-3-yl)propan-2-ol (20 mg) obtained in ReferenceExample 4, 4-bromo-2-methoxybenzonitrile (22 mg), tris(dibenzylideneacetone)dipalladium (6.4 mg), Xantphos(8.1 mg), and sodium tert-butoxide (10 mg) were suspended in dioxane (0.4 mL), followed by stirring under microwaveirradiation at 130°C for 40 minutes. Insolubles were removed from the reaction mixture by filtration, and the resultingsolution was purified by reversed-phase preparative HPLC column chromatography. The resulting fraction was concentratedunder reduced pressure to obtain 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, 4-Bromo-2-methoxybenzonitrile, other downstream synthetic routes, hurry up and to see.