Category: 6529-53-9

Reference of 6529-53-9, The chemical industry reduces the impact on the environment during synthesis 6529-53-9, name is 1-(2-Bromoethyl)-4-chlorobenzene, I believe this compound will play a more active role in future production and life.

Example 1.49: Preparation of (4-Chloro-l-methyl-lH-pyrazol-3-yl)-{4-[2-(4- chlorophenyl)-ethyl]-piperazin-l-yl}-methanone (Compound 44). In a heavy-walled sealed tube, (4-chloro-l-methyl-lH-pyrazol-3-yl)(piperazin-l- yl)methanone dihydrochloride (27 mg, 0.10 mmol) was dissolved in DMF (1.0 mL). 4- Chlorophenethyl bromide (12 mg, 0.083 mmol) and potassium carbonate (35 mg, 2.5 mmol) were added. The reaction was heated under microwave irradiation for 10 min at 100 C. The solids were filtered and the filtrate was purified by preparative HPLC. The best fractions were lyophilized to afford the TFA salt of the title compound (15 mg) as a white solid. 1H NMR (DMSO-d6, 400 MHz) delta 2.96-3.03 (m, 2H), 3.03-3.28 (m, 2H), 3.30-3.75 (m, 6H), 3.87 (s 3H), 4.23-4.40 (bs, IH), 4.46-4.65 (bs, IH), 7.32 (d, J = 8.4 Hz, 2H), 7.43 (d, J = 8.3 Hz, 2H), 8.10 (s, IH). Exact mass calculated for Ci7H20Cl2N4O: 366.1; Found: LCMS m/z (%) = 367.4 (M+H+ 35Cl, 100%), 369.4 (M+H+ 37Cl, 64%).

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-(2-Bromoethyl)-4-chlorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; WO2008/42388; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 6529-53-9, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 6529-53-9 as follows.

Step D: Preparation of 6-chloro-2-[2-(4-chlorophenyl)ethoxy]-9-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)purine To a solution of crude 6-chloro-2-hydroxy-9-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-purine (44.0 g, ca 100 mmoles), dissolved in glass distilled dimethylformamide (2 Liters), is added 2-(4-chlorophenyl)ethyl bromide (43.6 g, 200 mmoles), followed by cesium carbonate (100 g, 307 mmoles). The mixture is stirred at room temperature for 24 hours, evaporated to dryness (TBath<50 C.), and the residue partitioned between dichloromethane (1 liter) and water (1 liter). The organic phase is dried (Na2SO4), filtered, and evaporated. The residue is washed with. hexanes (2*500 mL) to remove excess 2-(4-chlorophenyl)ethyl bromide, then dissolved in dichloromethane (250 mL), adsorbed onto silica gel (100 g), and chromatographed over silica gel (1000 g) using a gradient of ethyl acetate (30%?50%) in hexanes. Fractions containing product are collected and evaporated to dryness to afford the desired intermediate as a yellow foam. Typical yield: 40-70% for Steps C and D combined. 1H-NMR (DMSO-d6): delta8.06 (s, 1H, H-8), 7.25 (s, 4H, Ar), 6.10 (d, 1H, H-1', J=4.8 Hz), 5.90 (dd, 1H, H-2', J=5.3, 5.0 Hz), 5.62 (dd, 1H, H-3', J=5.3, 5.2 Hz), 4.63-4.56 (m, 2H, OCH2-C), 4.43-4.37 (m, 2H, H-4' & H-5'alpha), 4.29 (dd, 1H, H-5'beta, J=12.0, 4.1 Hz), 3.11 (t, 2H, O-C-CH2-, J=6.9 Hz), 2.10 (s, 3H, COCH3), 2.06 (s, 3H, COCH3), 2.05 (s, 3H, COCH3). ; Step D: Preparation of 6-chloro-2-[2-(4-chlorophenyl)ethoxy]-9-(2,3,5-tri-O-acetyl-[beta]-D-ribofuranosyl)purineEMI8.0[0062] To a mixture of 6-chloro-2-hydroxy-9-(2,3,5-tri-O-acetyl-[beta]-D-ribofuranosyl)purine (Example 2, Step C) and 2-(4-chlorophenyl)ethyl bromide (300.1 g, 1.36 mol) in dimethylformamide (7,280 mL), cesium carbonate (665 g, 2.04 mol) was added. The reaction was allowed to stir under inert atmosphere for 32 hours. The reaction was concentrated under reduced pressure and partitioned between dichloromethane and water. The organic layer was dried over magnesium sulfate, filtered, and evaporated under reduced pressure. The crude product was purified by column chromatography eluting with ethyl acetate/heptanes to yield a yellow solid of 6-chloro-2-[2-(4-chlorophenyl)ethoxy]-9-(2,3,5-tri-O-acetyl-[beta]-D-ribofuranosyl)purine Typical Yield: 64% According to the analysis of related databases, 6529-53-9, the application of this compound in the production field has become more and more popular. Reference:
Patent; Moorman, Allan R.; US2003/199686; (2003); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 6529-53-9, The chemical industry reduces the impact on the environment during synthesis 6529-53-9, name is 1-(2-Bromoethyl)-4-chlorobenzene, I believe this compound will play a more active role in future production and life.

Example 1.49: Preparation of (4-Chloro-l-methyl-lH-pyrazol-3-yl)-{4-[2-(4- chlorophenyl)-ethyl]-piperazin-l-yl}-methanone (Compound 44). In a heavy-walled sealed tube, (4-chloro-l-methyl-lH-pyrazol-3-yl)(piperazin-l- yl)methanone dihydrochloride (27 mg, 0.10 mmol) was dissolved in DMF (1.0 mL). 4- Chlorophenethyl bromide (12 mg, 0.083 mmol) and potassium carbonate (35 mg, 2.5 mmol) were added. The reaction was heated under microwave irradiation for 10 min at 100 C. The solids were filtered and the filtrate was purified by preparative HPLC. The best fractions were lyophilized to afford the TFA salt of the title compound (15 mg) as a white solid. 1H NMR (DMSO-d6, 400 MHz) delta 2.96-3.03 (m, 2H), 3.03-3.28 (m, 2H), 3.30-3.75 (m, 6H), 3.87 (s 3H), 4.23-4.40 (bs, IH), 4.46-4.65 (bs, IH), 7.32 (d, J = 8.4 Hz, 2H), 7.43 (d, J = 8.3 Hz, 2H), 8.10 (s, IH). Exact mass calculated for Ci7H20Cl2N4O: 366.1; Found: LCMS m/z (%) = 367.4 (M+H+ 35Cl, 100%), 369.4 (M+H+ 37Cl, 64%).

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-(2-Bromoethyl)-4-chlorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; WO2008/42388; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 6529-53-9, 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. 6529-53-9, name is 1-(2-Bromoethyl)-4-chlorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 1.69: Preparation of (4-Bromo-l-methyl-lH-pyrazoI-3-yl)-{4-[2-(4-chloro- phenyl)-ethyl]-piperazin-l-yl}-methanone (Compound 2).A mixture of (4-bromo- 1 -methyl- lH-pyrazol-3 -yl)(piperazin- 1 -yl)methanone hydrochloride (40.0 mg, 0.146 mmol), l-(2-bromoethyl)-4-chlorobenzene (26 muL, 0.18 mumol) and potassium carbonate (61 mg, 0.44 mumol) in acetonitrile (2 mL) was heated at 150 C for 20 min under microwave irradiation in a heavy-walled sealed tube. The reaction mixture was purified by preparative EtaPLC. The corresponding fractions were collected, and lyophilized to afford the TFA salt of the title compound (7.9 mg) as a white solid. Exact mass calculated for C17H20BrClN4O: 410.1; Found: LCMS m/z (%) = 411.1 (M+H+ 79Br, 77%), 413.1 (M+H+ 81Br, 100%).;

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-(2-Bromoethyl)-4-chlorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; WO2008/42388; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics