Month: August 2021

Application of 210532-25-5, 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. 210532-25-5, name is 3,5-Difluorobenzene-1-sulfonyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 7 (R)-N-(1-Benzyl-6-bromo-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl)-3,5-difluorobenzenesulfonamide To a solution of 6C (0.068 mmol) in CH2Cl2(11 mL) under argon was added triethylamine (36 mg, 0.36 mmol), followed by 3,5-difluorobenzenesulfonyl chloride (24 mg, 0.113 mmol). After stirring at RT for 4 h, the reaction mixture was loaded directly onto silica gel and chromatographed by elution with 100% CH2Cl2. The title compound (32 mg) was obtained as a white solid. Stereochemical assignment was proven by x-ray crystal structure. HPLC/MS retention time=4.0 min (Phenomenex Luna 5 micron C18 4.6 mm*50 mm column eluted with a 0% to 100% B solvent gradient over 4 min; solvent A=90% H2O, 10% MeOH, 10 mM NH4OAc and solvent B=10% H2O, 90% MeOH, 10 mM NH4OAc; flow rate=4.0 mL/min; UV detection at 220 nm); m/z=507 and 509 [M+H]+, 505 and 507 [M-H]-.

The synthetic route of 3,5-Difluorobenzene-1-sulfonyl chloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sher, Philip M.; Sun, Chongqing; Sulsky, Richard B.; Wu, Gang; Ewing, William R.; US2005/9870; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 13726-14-2, name is 4-Chloro-3-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., Formula: C7H8ClNO

A mixture of 4-chloro-6-(tetrahydro-2H-pyran-4-ylthio)quinoline (1.4 g, 5.00 mmol), 4-chloro-3-(methyloxy)aniline (0.789 g, 5.00 mmol) and ethanol (16.68 ml) was treated with concentrated HCl (1 drop) and at 80 C for 3d. The reaction was cooled to rt, poured into diethylether (300 mL) and filtered to provide crude product (1g). The material was partitioned between ethyl acetate and sat. sodium bicarbonate. The aqueous layer was extracted with ethyl acetate (1x) and the combined organic extracts were washed with brine (1x), dried over magnesium sulfate, dry-loaded onto silica gel and purified via column chromatography (ISCO-Rf, 40g column, 0-10% methanol/DCM) to afford N-[4-chloro-3-(methyloxy)phenyl]-6-(tetrahydro-2H-pyran-4-ylthio)-4-quinolinamine (700 mg, 1.746 mmol, 34.9 % yield) as a brown oil. 1H NMR (400 MHz, DMSO-d6) delta ppm 9.07 (s, 1 H), 8.48 (d, J=5.3 Hz, 1 H), 8.41 (d, J=1.8 Hz, 1 H), 7.85 (d, J=8.8 Hz, 1 H), 7.70 – 7.79 (m, 1 H), 7.43 (d, J=8.6 Hz, 1 H), 7.12 (d, J=2.3 Hz, 1 H), 7.06 (d, J=5.3 Hz, 1 H), 6.96 (dd, J=8.5, 2.4 Hz, 1 H), 3.81 – 3.90 (m, 5 H), 3.63 – 3.67 (m, 1 H), 3.40 (td, J=11.2, 2.4 Hz, 2 H), 1.84 – 1.94 (m, 2 H), 1.48 – 1.62 (m, 2 H). MS (m/z) 401(M+H)+.

According to the analysis of related databases, 13726-14-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GlaxoSmithKline Intellectual Property Development Limited; BURY, Michael, Jonathan; CASILLAS, Linda, N.; CHARNLEY, Adam, Kenneth; DEMARTINO, Michael, P.; DONG, Xiaoyang; HAILE, Pamela, A.; HARRIS, Philip, Anthony; LAKDAWALA SHAH, Ami; KING, Bryan, W.; MARQUIS, Robert, W., Jr.; MEHLMANN, John, F.; ROMANO, Joseph, J.; SEHON, Clark, A.; EIDAM, Patric; EP2566477; (2015); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 2533-69-9, 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. 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, This compound has unique chemical properties. The synthetic route is as follows.

(i) Methyl 2,2,2-trichloroacetimidate (480 muL, 3.86 mmol) was added dropwise to a cooled solution of 4-chloro-benzene-1,2-diamine (500 mg, 3.51 mmol) in acetic acid (20 mL). At the end of the addition (10 min), the reaction mixture was kept at room temperature for 1 h. The reaction mixture was extracted with CH2Cl2, washed with water, dried with anhydrous Na2SO4 and concentrated. The residue was purified by column chromatography to provide 5-chloro-2-trichloromethyl-1H-benzimidazole (805 mg, 85%). LRMS (ESI) m/z 269 [M + H]+.

The chemical industry reduces the impact on the environment during synthesis Methyl 2,2,2-trichloroacetimidate. I believe this compound will play a more active role in future production and life.

Reference:
Article; Zhang, Lei; Chen, Xiaojie; Liu, Jun; Zhu, Qingzhang; Leng, Ying; Luo, Xiaomin; Jiang, Hualiang; Liu, Hong; European Journal of Medicinal Chemistry; vol. 58; (2012); p. 624 – 639;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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 93-50-5 as follows. COA of Formula: C7H8ClNO

Reference Example 40 4-Chloro-2-methoxy-5-nitroaniline To a suspension of 4-chloro-2-methoxyaniline (1.88 g) in concentrated sulfuric acid (18 mL) was added guanidine nitrate (1.46 g) under ice-cooling over 15 minutes, and the mixture was stirred at the same temperature for 15 minutes. The reaction mixture was poured into a saturated aqueous sodium carbonate solution cooled in ice, and the precipitated crystals were collected by filtration. The crystals were dissolved in ethyl acetate, and the solution was dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure to give the title compound (1.94 g).

According to the analysis of related databases, 93-50-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; EP2143724; (2010); A1;,
Chloride – Wikipedia,
Chlorides – 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. 26487-67-2, name is 1-(2-Chloroethyl)azepane hydrochloride, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-(2-Chloroethyl)azepane hydrochloride

A solution of 4,5,6,7-tetrahydropyrazolo[1,5-a]pyridin-2-ol (66 mg, 0.477 mmol), potassium carbonate (264 mg, 1.91 mmol), 2-(hexamethylenimino)ethyl chloride hydrochloride (142 mg, 0.717 mmol) and Nal (catalytic amount) in 3 mL of DMF, was heated to 90 ºC under nitrogen for 18 h. The mixture was allowed to cool to room temperature and evaporated to dryness. The residue was partitioned between water and EtOAc, the organic layer washed with water, dried and concentrated under vacuum to afford a residue of 101 mg that was purified by flash chromatography on silica gel with EtOAc/MeOH eluent mixtures from 90:10 to 60: 40 with 1percent TEA to give 58 mg (46percent) of yellow oil.

The synthetic route of 26487-67-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Laboratorios del. Dr. Esteve, S.A.; Diaz-Fernandez,Jose-Luis; Cuberes-Altisent,Mª Rosa; EP2631236; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 6276-54-6,Some common heterocyclic compound, 6276-54-6, name is 3-Chloropropan-1-amine hydrochloride, molecular formula is C3H9Cl2N, 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 3-[8-(2,6-difluorophenyl)-2-(methylsulfonyl)-7-oxo-5,6,7,8- tetrahydropyrimido[4,5-(i]pyrimidin-4-yl]-4-methyl-N-propylbenzamide (206 mg, 0.4 mmol) in DMF (4 mL) was added (3-chloropropyl)amine hydrochloride (78 mg, 0.6 mmol) and triethylamine (112 uL, 0.8 mmol). The mixture was heated with microwave at 600C for 2 hrs. The mixture was separated by flash chromatography to afford the title compound (100 mg, 47%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloropropan-1-amine hydrochloride, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/147109; (2007); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 933190-51-3, name is 8-Bromo-6-chloroimidazo[1,2-b]pyridazine, molecular formula is C6H3BrClN3, 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. HPLC of Formula: C6H3BrClN3

EXAMPLE 41 1 -(4- { 3 – IY 1 S)- 1 -( 6-Chloroimidazo Gamma 1 ,2-blpyridazin-8-ylamino ethyl1 -7-fluoro-8-methyl- quinolin-2-yl)piperazin-l-yl)ethanoneIntermediate 21 (800 mg, 2.42 mmol) and 8-bromo-6-chloroimidazo[l,2- >]- pyridazine (670 mg, 2.8 mmol) in NMP (8 mL) were treated with DIPEA (1.4 g, 11 mmol) and heated at 120C under microwave irradiation for 1 h. The reaction mixture was partitioned between water (25 mL) and EtOAc (150 mL). The organic layer was washed with water (25 mL) and brine (25 mL), then dried (phase separation cartridge) and concentrated in vacuo. Purification by column chromatography (Si02, 20% EtOAc in isohexane) gave the title compound (400 mg, 38%) as a white solid, delta? (CDC13) 8.13 (IH, s), 7.69 (IH, s), 7.52 (IH, dd, J8.92, 6.04 Hz), 7.46 (IH, s), 7.17 (IH, t, J9.01 Hz), 6.48 (IH, d, J6.64 Hz), 6.28 (IH, s), 5.08-5.00 (IH, m), 4.10-4.02 (IH, m), 3.95-3.70 (3H, m), 3.46-3.18 (4H, m), 2.61 (3H, d, J2.34 Hz), 2.21 (3H, s), 1.83 (3H, d, J6.80 Hz). LCMS (ES+) 482/484 (M+H)+, RT 4.22 minutes {Method 2).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 933190-51-3, its application will become more common.

Reference:
Patent; UCB PHARMA S.A.; ALLEN, Daniel, Rees; BUeRLI, Roland; HAUGHAN, Alan, Findlay; MATTEUCCI, Mizio; OWENS, Andrew, Pate; RAPHY, Gilles; SHARPE, Andrew; WO2011/58109; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 53531-69-4, 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 53531-69-4 as follows.

To a stirred mixture of potassium carbonate (74.8 g, 0.542 mol) in DCM (7OmL) andH20 (220 mL) at -10C was added pyrrolidine (21.2 g, 0.298 mol) in portions, and theresulting mixture was stirred for 20 mm. Then (4-bromophenyl)methanesulfonyl chloride (73.0 g,0.27 1 mol) in DCM (400 mL)was added drop-wise. The resultant mixture was stirred for lh at RT. The organic phase was separated, washed with H20, brine, dried over Na2SO4, and concentrated. The residue was recrystallized from 5% EtOAc/petroleum ether to give compound1-74. ?H NMR (300 MHz, CDC13) oe: 7.52 (d, 2H), 7.25 (d, 2H), 4.20 (s,2H), 3.20-3.30 (m, 4H),1.80-1.92 (m, 4H); LRMS found: 328 [M+23].

According to the analysis of related databases, 53531-69-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CHILDERS, Matthew L.; DINSMORE, Christopher; FULLER, Peter H.; GUERIN, David J.; KATZ, Jason David; PU, Qinglin; SCOTT, Mark E.; THOMPSON, Christopher F.; ZHANG, Hongjun; CAI, Jiaqiang; DU, Xiaoxing; WANG, Chonggang; KONG, Norman; LIU, Yumei; WO2014/146246; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 627-42-9, name is 2-Methoxyethyl chloride, 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. HPLC of Formula: C3H7ClO

4-( 4,4,5,5-Tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1H-pyrazole (1 00 mg, 0.52mmol), 1-chloro-2-methoxyethane (0.056 mL, 0.62 mmol) and cesium carbonate (252mg, 0.73 mmol) in DMF (1 mL) were heated in microwave reactor at 160 C for 30 min.The reaction mixture was concentrated under reduced pressure and purified by silica gelchromatography (ISCO, hexanes/ethyl acetate 0-100% over 15 min) to isolate CompoundB162a (130 mg, 100% yield). HPLC: RT = 1.0 min (LCMS Method M). MS (ES): m/z= 253.0 [M+H( 1H NMR (500MHz, CHLOROFORM-d) 8 8.04 (s, 1H), 7.83 (d,J=18.4 Hz, 1H), 4.37 (t, J=5.2 Hz, 1H), 3.78 (t, J=5.2 Hz, 1H), 3.38-3.31 (m, 2H), 2.98(s, 3H), 2.90 (s, 3H), 1.34 (s, 6H), 1.26 (s, 3H).

The synthetic route of 2-Methoxyethyl chloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; FINLAY, Heather; JIANG, Ji; KIM, Soong-Hoon; PARKHURST, Brandon; QIAO, Jennifer X.; WANG, Tammy C.; PI, Zulan; TORA, George O.; LLOYD, John; JOHNSON, James A.; WO2014/15088; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 1435-48-9, name is 2,4-Dichloro-1-fluorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C6H3Cl2F

5.Og (30mmol) of 2, 4-dichloro-l-fluorobenzene was stirred in 40 ml of concentrated sulfuric acid under ice cooling, and 3.1g (30 mmol) of potassium nitrate was added to this stirring solution. The temperature was returned to room temperature, and the mixture was stirred for 12 hours, then, poured into ice water, and extracted with ethyl acetate. The organic layer was washed with water and saturated saline, then, dried over sodium sulfate, and the solvent was distilled off under reduced pressure to obtain 6.2 g (yield: 97%) of the aimed compound.

The synthetic route of 1435-48-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER CROPSCIENCE AG; WO2007/131680; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics