Category: 883502-14-5

Reference of 883502-14-5, A common heterocyclic compound, 883502-14-5, name is 1-Fluoro-2-iodo-3-methylbenzene, molecular formula is C7H6FI, 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.

A 10 L round bottom flask equipped with adapter, thermocouple and stir bar was charged with DMA (6 L) and degassed under vacuum and purged with N2 three times. To the mixture was added Palladium Tetrakis triphenylphosphine (87.5 g, 72.0 mmol) and the mixture was degassed under vacuum and purged with N2 three times. The reaction was heated to 80 C for 30 min. 3-Fluoro-2-iodotoluene (575 g, 2.4 mol) and Zinc Cyanide (171.7 g, 1.46 mol) were added and the mixture was degassed under vacuum and purged with N2 three times. The reaction mixture was heated to 80 C for 16 h and then allowed to cool to RT. The solution was added to a 2.0 L aqueous solution of IN NH4OH and extracted three times with 1.5 L EtOAc. The extracts were washed with 2 L brine, dried over Na2S04, filtered and concentrated. The crude product was treated with mCPBA in cooled DCM and then purified by chromatography (PE/EA = 10: 1) to get the title compound.

The synthetic route of 883502-14-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; PIO, Barbara; PASTERNAK, Alexander; SHAHRIPOUR, Aurash; TANG, Haifeng; WALSH, Shawn; WO2013/90271; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

883502-14-5, name is 1-Fluoro-2-iodo-3-methylbenzene, 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. Recommanded Product: 883502-14-5

Step A: 2-Fluoro-6-methylbenzonitrileA 5 L round bottom flask equipped with adapter, thermocouple and stir bar was charged with DMA (2.4 L) and degassed under vacuum and purged with N2 three times. Tetrakis was added to the mixture (35 g, 30.3 mmol) and the mixture was degassed under vacuum and purged with N2 three times. The reaction was heated to 80C for 30 min. 3-Fluoro-2-iodotoluene (230 g, 974 mmol) and zinc cyanide (68.7 g, 585 mmol) were added and the mixture was degassed under vacuum and purged with N2 three times. The mixture was heated to 80 C for 16 hrs and allowed to cool to RT. The solution was added to 2.0 L aqueous solution of IN NH4OH, which was then extracted three times with 1.5 L EtOAc, washed with 2 L brine, dried over Na2S04, filtered, concentrated and purified by silica chromatography (PE/EA = 10:1) to give thetitle compound.

The synthetic route of 883502-14-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; TANG, Haifeng; PIO, Barbara; TEUMELSAN, Nardos; PASTERNAK, Alexander; DEJESUS, Reynalda; WO2013/62892; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 883502-14-5, A common heterocyclic compound, 883502-14-5, name is 1-Fluoro-2-iodo-3-methylbenzene, molecular formula is C7H6FI, 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.

Step A: 2-Fluoro-6-methyl-benzonitrile: A 10 L round bottom flask equipped with adapter,thermocouple and stir bar was charged with DMA (6 L) and degassed under vacuum and purgedwith N2 three times. To the mixture was added Palladium Tetrakis triphenylphosphine (87.5 g,72.0 mmol) and the mixture was degassed under vacuum and purged with N2 three times. Thereaction was heated to 80 C for 30 min. 3-Fluoro-2-iodotoluene (575 g, 2.4 mol) and ZincCyanide (I7I.7 g, 1.46 mol) were added and the mixture was degassed under vacuum and purgedwith N2 three times. The reaction mixture was heated to 80 C for 16 h and then allowed to cooltoRT. The solution was added to a 2.0 L aqueous solution of IN NH40H and extracted three times with 1.5 L EtOAc. The extracts were washed with 2 L brine, dried over Na2S04, filteredand concentrated. The crude product was treated with mCPBA in cooled DCM and then purifiedby chromatography (PE/EA = IO:I) to get the title compound.

The synthetic route of 883502-14-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; BLIZZARD, Timothy; CHOBANIAN, Harry; DE JESUS, Reynalda; DING, Fa-Xiang; DONG, Shuzhi; GUDE, Candido; KIM, Dooseop; TANG, Haifeng; WALSH, Shawn; PIO, Barbara; JIANG, Jinlong; WO2013/28474; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com