Month: May 2021

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. 3722-78-9, name is 8-Bromochroman, A new synthetic method of this compound is introduced below., Recommanded Product: 3722-78-9

[0037] Prepare AP Ex 4 as follows. Add 8-bromochroman (407 mg, 1.91 mmol) in dry tetrahydrofuran (THF, 10 mL) cooled in a dry ice/acetone bath to a glass jar with a PTFE- coated stirbar. Stir the contents of the glass jar and add n-BuLi (2.5M in hexanes, 0.76 mL, 1.9 mmol) dropwise. Stir the contents of the glass jar at -78 C for 1.5 hrs. Add a suspension of chlorobis(2-methoxyphenyl)phosphine (482 mg, 1.72 mmol) in dry THF (15 mL) over the course of 10 minutes (min). Allow the contents of the glass jar to warm to 23 C. Stir the contents of the glass jar for 2 hrs at 23 C and remove volatiles with a rotary evaporator. Quench the reaction with water (10 mL) and wash with dichloromethane (DCM). Dry the organic layer over MgS04, filter, and remove volatiles with a rotary evaporator. Add the organic layer, warm ethanol (55 mL, 50 C), and DCM (8 mL) to a second glass jar to recrystallize the organic layer. Collect 2 crops of crystals from mother layer to yield AP Ex 4 (359 mg, 55% yield) in crystalline form. [0038] Analyze AP Ex 4 by XH, 13C, and 31P NMR spectroscopy to confirm formation. XH NMR (400 MHz, CDC13) delta 7.32 (t, J= 7.7 Hz, 2H), 7.03 (d, J= 7.5 Hz, 1H), 6.94 – 6.77 (m, 4H), 6.71 (t, J= 5.6 Hz, 3H), 6.53 – 6.42 (m, 1H), 4.10 (apparent t, J= 5.0 Hz, 2H), 3.75 (s, 6H), 2.81 (t, J= 6.4 Hz, 2H), 1.95 (dt, J= 11.4, 5.7 Hz, 2H); 13C NMR (101 MHz, CDC13) 6 161.61 (d, J= 16.8 Hz), 133.84 (s), 131.54 (s), 130.38 (s), 129.80 (s), 124.93 (d, J= 13.5 Hz), 123.63 (d, J= 12.8 Hz), 120.81 (s), 119.98 (s), 110.18 (s), 66.59 (s), 55.76 (s), 25.07 (d, J= 1.7 Hz), 22.31 (s); 31P NMR (162 MHz, CDC13) delta -38.86 (s).

The synthetic route of 3722-78-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DOW GLOBAL TECHNOLOGIES LLC; CLARK, Thomas P.; SPINNEY, Heather A.; HOUSE, Sarah E.; BRIGGS, John R.; CUMMINS, Clark H.; KLINKENBERG, Jessica L.; WO2014/205025; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 1786-36-3,Some common heterocyclic compound, 1786-36-3, name is (2-Bromo-1-fluoroethyl)benzene, molecular formula is C8H8BrF, 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.

Accordingly, using the Formula-XXVII bicyclo compound wherein -Ct H2t represents alkylene substituted with one or 2 fluoro, for example the bicyclo compound prepared by the procedures of Preparation 1 and Example 1 from (2-bromo-1-fluoroethyl)benzene, (5-bromo-4-fluoropentyl)benzene, or (6-bromo-5,5-difluorohexyl)benzene there are obtained compounds corresponding to the products of Example 3 wherein -Ct H 2t – represents alkylene substituted with one or 2 fluoro. Accordingly, using the Formula-XXVII bicyclo compounds wherein (T)s on the phenyl ring is alkyl of one to 4 carbon atoms, inclusive, fluoro, chloro, trifluoromethyl, or OR9 wherein R9 is hydrogen, alkyl of one tp 4 carbon atoms, inclusive, or tetrahydropyranyl, and s is one, 2, or 3, for example Formula-XXVII bicyclo compounds wherein (T)s is 2-methyl, 2,4,6-trimethyl,2-chloro,3-trifluoromethyl, or 3,4-dimethoxy, there are obtained compounds corresponding to the products of Example 3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (2-Bromo-1-fluoroethyl)benzene, its application will become more common.

Reference:
Patent; The Upjohn Company; US3987087; (1976); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 40422-70-6, name is 1-Bromo-3-(2-bromoethyl)benzene, molecular formula is C8H8Br2, 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: C8H8Br2

Example 46 4-Bromo-2-(2-bromo-ethyl)-benzenesulfonyl chloride Chlorosulfonic acid (17 mL) was added dropwise to 1-bromo-3-(2-bromo-ethyl)-benzene (5 g, 19 mmol) at 0 C. The mixture was stirred at 0 C. for 1 h then an additional 3 h at rt. The mixture was poured into an ice-water slowly and extracted with methylene chloride, and the combined organic layers were evaporated under reduced pressure to give 4.3 g of crude 4-Bromo-2-(2-bromo-ethyl)-benzenesulfonyl chloride which was used directly for next reaction. MS (ESI) 342.9 (M-Cl+OH)-.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 40422-70-6, its application will become more common.

Reference:
Patent; Roche Palo Alto LLC; US2010/4231; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 1092349-87-5, name is 2-Bromo-3,4-difluoroaniline, molecular formula is C6H4BrF2N, 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. Recommanded Product: 2-Bromo-3,4-difluoroaniline

To a solution of 2-bromo-3,4-difluoroaniline (7.0 g, 33.65 mmol) in pyridine was added TsCl (6.72 g, 35.3 mmol) at <30 C. in 20 min. After being stirred at rt for overnight, ice-cold water (400 mL) was added to the reaction mixture. Then the mixture was filtrated and washed with H2O (3¡Á100 mL). The filter cake was dissolved in EA, dried over Na2SO4 for 30 min, concentrated under vacuum to provide the title compound (11.6 g). These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1092349-87-5, its application will become more common. Reference:
Patent; Enanta Pharmaceuticals, Inc.; Kim, In Jong; yu, Jianming; Panarese, Joseph; McGrath, Kevin; Negretti-Emmanuelli, Solymar; Blaisdell, Thomas P.; Shook, Brian C.; Or, Yat Sun; US2019/2479; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 69902-83-6, name is 1-Bromo-2-methyl-3-(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., Computed Properties of C8H6BrF3

Step 1: A mixture of 1-bromo-2-methyl-3-(trifluoromethyl)benzene (100 pL, 0.64 mmol), 4,4,5, 5-tetramethyl-2-(tetramethyl-1 ,3,2-dioxaborolan-2-yl)- 1,3,2- dioxaborolane (327 mg, 1.29 mmol), PdCl2dppfDCM (26 mg, 0.030 mmol) andpotassium acetate (158 mg, 1.61 mmol) in 1,4-dioxane (5 mL) was heated in a sealed tube at 8000 overnight. The mixture was run through a plug of silica (EtOAc), concentrated and purified by preparative HPLC to give 4,4,5,5- tetramethyl-2-[2-methyl-3-(trifluoromethyl)phenyl]-1 ,3,2-dioxaborolane.

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.

Reference:
Patent; THOMAS HELLEDAYS STIFTELSE FOeR MEDICINSK FORSKNING; SCOBIE, Martin; WALLNER, Olov; KOOLMEISTER, Tobias; VALLIN, Karl Sven Axel; HENRIKSSON, Carl Martin; JACQUES, Sylvain; HOMAN, Evert; HELLEDAY, Thomas; WO2015/187088; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 1159010-96-4, name is 3-Bromo-5,6,7,8-tetrahydro-1,6-naphthyridine 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. Product Details of 1159010-96-4

To a solution of 3-bromo-5,6,7,8-tetrahydro-1 ,6-naphthyridine hydrochloride (CAS:1159010-96-4, Vendor: PhamaBlock, 300 mg, 1.20 mmol), sodium carbonate (382 mg, 3.61 mmol) in THF (3 mL) and water (3 mL) was added N-[2- (trimethylsilyl)ethoxycarbonyloxyl succinimide (624 mg, 2.40 mmol). After being stirred at 25 C for 5 hrs, the reaction was quenched by addition of saturated NH4C1 (aq. 20 mL), diluted with 50 mL water, extracted with EA (30 mL) three times. The combined organic layer waswashed with water (30 mL) twice and brine (20 mL) once, dried over Na2SO4 and concentrated to give crude product which was purified by flash column (PE/EA = 10/1) to give compound 47a (400 mg) as a white solid. MS calc?d 357 (MHj, measured 357 (MHj.

The synthetic route of 3-Bromo-5,6,7,8-tetrahydro-1,6-naphthyridine hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DEY, Fabian; KOU, Buyu; LIU, Haixia; SHEN, Hong; WANG, Xiaoqing; ZHANG, Weixing; ZHANG, Zhisen; ZHANG, Zhiwei; ZHU, Wei; (203 pag.)WO2019/238616; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 18869-30-2,Some common heterocyclic compound, 18869-30-2, name is (E)-1,2-Bis(4-bromophenyl)ethene, molecular formula is C14H10Br2, 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.

[0106] (3) N,N,N?,N?-tetra(2-naphthyl)-4,4?-diaminostilbene was prepared. The reaction scheme is shown in the following: [0107] Into a 50 ml two-necked flask, 420 mg (1.56 mmol, 2.1 eq) of di-2-naphthylamine obtained in (2), 250 mg (0.741 mmol) of 4,4-dibromostilbene, 3.4 mg (0.0148 mmol, 2.0% by mole) of palladium acetate and 157 mg (1.63 mmol, 2.2 eq) of sodium t-butoxide were placed. A rubber cap was placed at the side opening of the flask. A coiled tube condenser for refluxing was attached to the central opening of the flask and a three-way stopcock attached with a balloon containing the argon gas was attached to the top of the coiled tube condenser. The atmosphere in the system was purged with the argon gas in the balloon 3 times using a vacuum pump. [0108] To the above system, 10 ml of dehydrated toluene and 13.4 ?l (0.0296 mmol, 4.0% by mole) of a 2.22 moles/liter toluene solution of tris-t-butylphosphine were added using a syringe through a rubber septum. Then, the flask was set into an oil bath and the temperature was raised slowly to 115 C. while the solution was stirred. Brownish white precipitates were formed in the reaction solution after 30 minutes. After heating at 115 C. for 6 hours under stirring, the flask was removed from the oil bath and left standing for one night. [0109] The formed precipitates were completely dissolved in 500 ml of dichloromethane. After the resultant fluid was transferred to a separation funnel and washed with 100 ml of a saturated aqueous solution of sodium chloride, the organic layer (yellow) was dried with anhydrous potassium carbonate. After filtration, the organic solvent was removed by distillation and 150 ml of toluene and 50 ml of ethanol were added to the obtained residue. After a drying tube was attached to the flask, the precipitates were dissolved to some degree by heating at 80 C. and the resultant mixture was slowly cooled to the room temperature. The crystals of the ivory color in the system were separated by filtration using a Kiriyama funnel. After the crystals were washed with small amounts of toluene and ethanol and dried at 60 C. for 3 hours in a vacuum drying chamber, 428 mg (0.600 mmol) of N,N,N?,N?-tetra(2-naphthyl)-4,4?-diaminostilbene was obtained at a yield of 81%. [0110] The results of the measurements of NMR and FD-MASS on the obtained N,N,N?,N?-tetra(2-naphthyl)-4,4?-diaminostilbene were as follows: [0111] NMR: ?90 MHz 6.9 to 7.9 (38H, m) [0112] FD-MASS: 714

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (E)-1,2-Bis(4-bromophenyl)ethene, its application will become more common.

Reference:
Patent; Iwakuma, Toshihiro; Moriwaki, Fumio; US2004/82813; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 41825-73-4, name is 2-Bromo-4,6-dimethylaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Bromo-4,6-dimethylaniline

General procedure: To a homogenous solution of S7 (20 mmol) in dioxane (60 mL) was added K2CO3 (21 mmol) and anilines S2/S4/S10-S15 (21 mmol) and allowed to stir at room temperature for 36 h. Solvents were evaporated and water was added, extracted with EtOAc (3 x100 mL), organic layers were washed with NaHCO3, brine and water, dried and evaporated to get white powder.

The synthetic route of 41825-73-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Venkatraj, Muthusamy; Arin, Kevin K.; Heeres, Jan; Joossens, Jurgen; Diri, Bertrand; Lyssens, Sophie; Michiels, Johan; Cos, Paul; Lewi, Paul J.; Vanham, Guido; Maes, Louis; Van Der Veken, Pieter; Augustyns, Koen; Bioorganic and Medicinal Chemistry; vol. 22; 19; (2014); p. 5241 – 5248;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 40422-70-6, name is 1-Bromo-3-(2-bromoethyl)benzene, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-3-(2-bromoethyl)benzene

A mixture of 2,4,6-trimethyl-N-((3′-(methylsulfonyl)-[l, r-biphenyl]-4- yl)methyl)benzenesulfonamide (0.443 g, 1 mmol), K2CO3 (0.276 g, 2 mmol), and l-bromo-3-(2-bromoethyl)benzene (0.792 g, 3 mmol) in anhydrous acetonitrile (5 ml) was heated to 85 C for 2 h under microwave irradiation. The white powder was filtered off, the solvent was evaporated and the mixture was dissolved in ethyl acetate and extracted with brine. The organic phase was separated, dried over anhydrous MgS04, filtered and concentrated in vacuo. The remaining crude residue was purified by flash chromatography on silica gel (ethyl acetate/hexanes) to obtain the title compound as white sharp needles (88% based on recovery of the starting materials); FontWeight=”Bold” FontSize=”10″ H NMR (400 MHz, Chloroform-Patent; THE SCRIPPS RESEARCH INSTITUTE; KAMENECKA, Theodore, Mark; BURRIS, Thomas; WO2014/85453; (2014); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

875664-38-3, name is 1-Bromo-4,5-difluoro-2-methylbenzene, belongs to bromides-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. SDS of cas: 875664-38-3

Preparation 2 (4,5-Difluoro-2-methyl-phenyl)boronic acid n-Butyl lithium (4.6 mL, 11.5 mmol) is added to the mixture of 1-bromo-4,5-difluoro-2-methylbenzene (2.0 g, 9.6 mmol) and trimethyl borate (1.5 g, 14.5 mmol) in anhydrous tetrahydrofuran (30 mL), drop wise, at -78 C. over one hour, under an atmosphere of argon. The reaction mixture is stirred for another hour at the same temperature, quenched and acidified with 1 N HCl. The resulting mixture is extracted with ethyl acetate(3*). The combined organic layer is washed with brine, dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo.

The synthetic route of 875664-38-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; US2012/322841; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary