Month: May 2021

Related Products of 141738-80-9, 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 141738-80-9 as follows.

A. (2-Chloro-4-trifluoromethylphenyl)-acetic acid A solution of LiHMDS in toluene was prepared by the addition of n-BuLi (357 mL of a 1.6 M solution in hexanes, 571 mmol) to a cold (-78 C.) solution of HMDS (120.5 mL, 571 mmol) in toluene (700 mL). After 30 min, the reaction mixture was allowed to warm up to 10 C. over 1 h. The solution was then transferred via a cannula to a flame-dried, three-neck flask under N2 containing Pd2dba3 (4.18 g, 4.57 mmol) and (2′-dicyclohexylphosphanylbiphenyl-2-yl)-dimethylamine (3.77 g, 9.59 mmol). The mixture was stirred for 15 min at 15 C., cooled to -10 C. and t-butylacetate (70.5 mL, 525.4 mmol) was added dropwise. After 10 min, 3-chloro-4-iodobenzotrifluoride (70 g, 228.4 mmol) was added and the reaction mixture was warmed up to 28 C. After stirring at this temperature for 1.5 h, the mixture was filtered through silica gel, using toluene as eluent, and the solvent was removed in vacuo. The residue was purified using flash chromatography (silica gel, 98:2 hexanes:EtOAc) to yield (2-chloro-4-trifluoromethylphenyl)-acetic acid tert-butyl ester as a solid.

According to the analysis of related databases, 141738-80-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Signal Pharmaceuticals, Inc.; US6620838; (2003); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 345226-19-9,Some common heterocyclic compound, 345226-19-9, name is 2-Chloro-1-iodo-4-(trifluoromethoxy)benzene, molecular formula is C7H3ClF3IO, 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 mixture of 8-{[tert-butyl(dimethyl)silyl]oxy}-2-azaspiro[4.5]decan-1 -one (500 mg, 1 .76mmol) (isomer 1) and 3-chloro-4-iodophenyl trifluoromethyl ether (696 mg, 98% purity, 2.12mmol) in o-xylol (38 ml) was added under an argon atmosphere copper(l) iodide (67.2 mg, 353 pmol), N,N?-dimethylethylenediamine (77 pI, 710 pmol) and potassium phosphate (749 mg, 3.53 mmol) and the reaction was heated to 1400 for 48 h in a microwave reactor. Upon cooling, the reaction mixture was filtrated through a pad of celite the residue was washedwith ethyl acetate and the filtrate was concentrated under reduced pressure. Another batch was prepared accordingly, the batches were combined and the crude product was purified by flash chromatography (hexanes/ethyl acetate-gradient, 50% -> 100% ethyl acetate) to give the title compound as single isomer (1.0 g). [C-MS (Method 2): R = 1.78 mm; MS (ESipos): m/z = 478 [M+H]1H-NMR (400 MHz, DMSO-d6): 6 [ppm] = 7.71 (d, 1H), 7.62-7.36 (m, 2H), 3.94 (br 5, 1H),3.62 (t, 2H), 2.07 (t, 2H), 2.01-1.83 (m, 2H), 1.71-1.54 (m, 4H), 1.33 (brd, 2H), 0.88 (s, 9H),0.05 (s, 6H).

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

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; EIS, Knut; ACKERMANN, Jens; WAGNER, Sarah; BUCHGRABER, Philipp; SUeLZLE, Detlev; HOLTON, Simon; BENDER, Eckhard; LI, Volkhart; LIU, Ningshu; SIEGEL, Franziska; LIENAU, Philip; BAIRLEIN, Michaela; VON NUSSBAUM, Franz; HERBERT,Simon; KOPPITZ, Marcus; (734 pag.)WO2016/177658; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 1031929-20-0, name is 4-Fluoro-2-iodobenzonitrile, molecular formula is C7H3FIN, 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: 1031929-20-0

Reference Intermediate Rll4-hvdroxy-2-iodobenzonitrileTo a solution of 2-fluoro-4-iodobenzonitrile (5.0 g, 20.24 mmol) in dry acetonitrile (100 mL) potassium trimethylsilanolate (1.18 g) was added and the reaction mixture was stirred overnight at 50C. The solvent was removed under reduced pressure and the residue was dissolved in ethyl acetate (100 mL) and an aqueous pH 3 buffer solution was added up to pH ~5. Two phases were separated and the organic layer was dried (Na2S04), filtered and evaporated to afford the title compound (4.90 g) as brown solid.XH NMR (400 MHz, DMSO-c/6): delta ppm 10.92 (1H, s), 7.65 (1H, d), 7.39 (1H, d), 6.93 (1H, dd); UPLCjpqc: 0.81 min, 244 [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 1031929-20-0, its application will become more common.

Reference:
Patent; AUTIFONY THERAPEUTICS LIMITED; ALVARO, Giuseppe; DAMBRUOSO, Paolo; MARASCO, Agostino; TOMMASI, Simona; DECOR, Anne; LARGE, Charles; WO2012/76877; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

42048-11-3, name is 2-Chloro-6-iodotoluene, belongs to iodides-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. Application In Synthesis of 2-Chloro-6-iodotoluene

N-Bromosuccinimide (NBS, 3.52 g, 19.8 mmol) and benzoyl peroxide (39 mg, 0.16 mmol) were added to a solution of 1-chloro-3-iodo-2-methylbenzene10e (5 g, 19.8 mmol) in CCl4 (55 mL). The mixture was heated to reflux for 15 hours then cooled to room temperature. The suspension was filtered and the filtrate concentrated under reduced pressure to yield a yellow waxy solid. (6.0 g, 92%yield). This material was used without further purification in subsequent reactions. 1H NMR (400MHz, CDCl3): d 7.78 (d, 1H), 7.39 (d, 1H), 6.92 (t, 1H), 4.82 (s,2H); LRMS m/z 330/332 [M+H]+; Also a known commercially available compound.

The synthetic route of 42048-11-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Roberts, Lee R.; Corbett, Matthew S.; Fussell, Steven J.; Hitzel, Laure; Jessiman, Alan S.; Mason, Helen J.; Osborne, Rachel; Ralph, Michael J.; Stennett, Adam S.D.; Wheeler, Simon; Storer, R. Ian; Tetrahedron Letters; vol. 56; 47; (2015); p. 6546 – 6550;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 83027-73-0, These common heterocyclic compound, 83027-73-0, name is 5-Bromo-1-chloro-3-fluoro-2-iodobenzene, 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.

Dry methanol (160ml_) was cooled to 10 C and potassium hydroxide (14.9g) was added portionwise over 25 minutes. Once dissolved, this solution was added over 15 minutes to a refluxing solution of 5-bromo-1-chloro-3-fluoro-2-iodo-benzene (CAS Reg. No. 83027-73-0, 40.0 g) in dry methanol (320ml_). After 46 hours refluxing the reaction mixture was concentrated and partitioned between water (500ml_) and ethyl acetate (500ml_). The aqueous phase was extracted with further ethyl acetate (2 x 200ml_). The combined organic layers were washed with brine (400ml_), dried over magnesium sulfate, concentrated and purified by chromatography on silica eluting with ethyl acetate in iso-hexane to give 5-bromo- 1 -chloro-2-iodo-3-methoxy-benzene (37.767g) as a pale pink solid. 1H NMR (500 MHz, CDCI3) delta (delta) 7.28 (d, 1 H), 6.82 (d, 1 H), 3.90 (s, 3H)

The synthetic route of 83027-73-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA LIMITED; HACHISU, Shuji; SCUTT, James Nicholas; WILLETTS, Nigel James; WO2015/32702; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 180624-08-2, 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. 180624-08-2, name is 4-Bromo-2-iodo-6-nitroaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of Intermediate 1A (4.5 g, 13.12 mmol) in EtOH (80 mL) was added concentrated HCl (5.47 mL, 65.6 mmol), followed by tin(II)chloride dihydrate (11.84 g, 52.5 mmol). The reaction mixture was stirred at 60C overnight. After cooled to room temperature, it was treated with an ice-cold 4.0 N NaOH (18 mL) and EtOAc/water. After stirring for 1 min, the white solid was removed by filtration. The filtrate was separated, the organic layer was collected, washed with brine and dried over sodium sulfate. After evaporation of solvent, the crude product was dissolved in a small amount of chloroform and charged to an 80 g silica gel cartridge which was eluted with 5% for 3 min, then a 12 min gradient from 5% to 50%; The desired fractions were combined and concentrated to give Intermediate 1B (3.3 g, 10.55 mmol, 80% yield) as a pale brown solid; 1H NMR (500 MHz, chloroform-d) delta 7.33(d, J=2.2 Hz, 1H), 6.83(d, J=1.9 Hz, 1H), 3.81(br s, 2H), 3.54(br s, 2H); LC-MS: method A, RT=1.82 min; MS (ESI) m/z: 312.8 and 313.8 (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, 4-Bromo-2-iodo-6-nitroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHANG, Xiaojun; ZHENG, Xiaofan; CHUPAK, Louis S.; (102 pag.)WO2017/19828; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 4044-58-0, name is 1-Bromo-8-iodonaphthalene, A new synthetic method of this compound is introduced below., SDS of cas: 4044-58-0

Ethylmagnesium bromide (11.6 mL, 11.0 mmol; 0.95 M solution in THF) was added slowly over8 min to a solution of phenylacetylene (1.21 mL, 11.0 mmol) in THF (10 mL) at room temperature andthe mixture was stirred for 40 min at room temperature. The resulting solution was then added slowlyover 6 min with additional THF (3 mL) to ZnCl2 (1.64 g, 12.0 mmol) at 0 C, and the mixture wasstirred for 30 min at 0 C. Pd(PPh3)4 (300 mg, 0.260 mmol) and 1-bromo-8-iodonaphthalene (3.33 g,10.0 mmol) were successively added to it with THF (2 mL) and the mixture was stirred for 17 h atroom temperature. The reaction was quenched with 1 M HClaq and diluted with H2O. After extractionwith Et2O, the organic layer was washed with saturated NaClaq, dried over MgSO4, filtered, andconcentrated under vacuum. The residue was chromatographed on silica gel with hexane to afford 1-bromo-8-(phenylethynyl)naphthalene (CAS 4404-55-7) as a yellow oil (2.20 g, 7.16 mmol; 72% yield).

The synthetic route of 4044-58-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Maesato, Takumi; Shintani, Ryo; Chemistry Letters; vol. 49; 4; (2020); p. 344 – 346;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 239135-53-6,Some common heterocyclic compound, 239135-53-6, name is 2-Fluoro-4-iodo-1-(trifluoromethyl)benzene, molecular formula is C7H3F4I, 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.

Intermediate 79: 3,4-bis(Benzyloxy)-6-[(E)-2-[3-fluoro-4-(trifluoromethyl)-phenyl]ethenyl]pyridazine[0511][0512]A vessel containing 3,4-bis(benzyloxy)-6-ethenylpyridazine (Intermediate 78, 1.09 g, 3.42 mmol), tris-(2-methylphenyl)phosphane (0.208 g, 0.685 mmol), 2-fluoro-4-iodo-1-(trifluoromethyl)benzene (1.191 g, 4.11 mmol) and palladium(II) acetate (0.038 g, 0.171 mmol) was evacuated and acetonitrile (10 ml) and triethylamine (9.07 ml, 65.1 mmol) were added in vacuo and then the mixture was flushed with nitrogen. The reaction was then heated in the microwave at 80 C. for 4 hours and, upon cooling, was diluted with dichloromethane and washed with saturated aqueous ammonium chloride solution. The organics were dried (MgSO4), filtered and solvent removed in vacuo to give a brown oil which was purified by column chromatography (silica, eluting with 30-100% dichloromethane in petrol) to yield 3,4-bis(benzyloxy)-6-[(E)-2-[3-fluoro-4-(trifluoromethyl)phenyl]ethenyl]pyridazine (1.1 g, 2.29 mmol, 67% yield).[0513]1H NMR (CDCl3) delta 7.53-7.68 (m, 3H), 7.31-7.53 (m, 12H), 6.97 (s, 1H), 5.71 (s, 2H) and 5.28 (s, 2H).[0514]MS ES+: 481.

The synthetic route of 239135-53-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; FARNABY, William; FIELDHOUSE, Charlotte; KERR, Catrina; KINSELLA, Natasha; LIVERMORE, David; MERCHANT, Kevin; MILLER, David; HAZEL, Katherine; US2013/52281; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 1798-06-7, These common heterocyclic compound, 1798-06-7, name is 2-(4-Iodophenyl)acetic acid, 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 stirred solution of 2-(4-iodophenyl)acetic acid (2.00 g, 7.63 mmol) in tetrahydrofuran (150 ml_) at room temperature was added borane-tetrahydrofuran complex (1.0 M in tetrahydrofuran, 7.63 ml_, 7.63 mmol). The resulting solution was stirred for 6 hours prior to dilution with brine, adjustment to pH = 13 with NaOH, and extraction with ethyl epsilonicetate. The combined organic extracts were dried (Na2SO4), filtered, and concentrated to afford 192a (620 mg, 33%) as a light orange solid which was used in the subsequent reaction without further purification. LRMS (ESI): (calc) 248.1 ; (found) 271.1 (M+Na)+

Statistics shows that 2-(4-Iodophenyl)acetic acid is playing an increasingly important role. we look forward to future research findings about 1798-06-7.

Reference:
Patent; METHYLGENE INC.; WO2006/102760; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 41252-97-5, A common heterocyclic compound, 41252-97-5, name is 4-Iodo-2-nitrotoluene, molecular formula is C7H6INO2, 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 solution of step-b product (17 g, 0.06 mol) in ethanol (238 ml, 14 times), cone. HCI (85 ml, 5 times) was added drop wise at 0 – 50C. Then Tin chloride (51.05 g, 0.226 mol, 3.5 eq) was added portion wise at rt and the overall reaction mass was stirred for 3 hrs. Progress of the reaction was monitored by TLC (30% ethyl acetate/hexane, Rr0.4). On completion of the reaction, ethanol was distilled off completely under reduced pressure. Residue obtained was basified to a pH~12 – 14 with NaOH solution and the compound extracted with ethyl acetate (2 * 50 ml). Combined extract was dried over sodium sulfate and concentrated under reduced pressure to yield the required product as a black colored solid (14 g, 94% yield).

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; GRUeNENTHAL GMBH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; SCHIENE, Klaus; DE VRY, Jean; DAMANN, Nils; FRORMANN, Sven; LESCH, Bernhard; LEE, Jeewoo; KIM, Yong-Soo; KIM, Myeong-Seop; WO2010/127855; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com