Category: 2265-92-1

Synthetic Route of 2265-92-1, A common heterocyclic compound, 2265-92-1, name is 1,4-Difluoro-2-iodobenzene, molecular formula is C6H3F2I, 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 2: 2-tert-Butyl-6-(2,5-difluoro-phenylethynyl)-[1,2,4]triazolo[1,5-a]pyrimidine 2-tert-Butyl-6-trimethylsilanylethynyl-[1,2,4]triazolo[1,5-a]pyrimidine (example 43, step 1) (100 mg, 0.37 mmol) was dissolved in DMF (1 ml). 1,4-Difluoro-2-iodobenzene (176 mg, 0.73 mmol, 2 equiv.), Et3N (150 mul, 1.1 mmol, 3 equiv.), Bis-(triphenylphosphine)-palladium(II) dichloride (13 mg, 0.02 mmol, 0.05 equiv.), triphenylphosphine (3 mg, 0.011 mmol, 0.03 equiv.) and copper(I) iodide (2 mg, 0.011, 0.03 equiv.) were added under nitrogen and the mixture was heated to 80 C. TBAF 1M in THF (440 mul, 0.44 mmol, 1.2 equiv.) was added dropwise in 20 minutes at 80 C. The reaction mixture was stirred for 5 minutes at 80 C. The reaction mixture was evaporated and extracted with saturated NaHCO3 solution and two times with a small volume of dichloromethane. The crude product was purified by flash chromatography by directly loading the dichloromethane layers onto a 20 g silica gel column and eluting with heptane:ethyl acetate 100:0->50:50. The desired 2-tert-butyl-6-(2,5-difluoro-phenylethynyl)-[1,2,4]triazolo[1,5-a]pyrimidine (73 mg, 64% yield) was obtained as a light yellow solid, MS: m/e=313.1 (M+H+).

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; Green, Luke; Guba, Wolfgang; Jaeschke, Georg; Jolidon, Synese; Lindermann, Lothar; Stadler, Heinz; Vieira, Eric; US2011/152257; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 2265-92-1, 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. 2265-92-1, name is 1,4-Difluoro-2-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A stirred solution of 1 ,4-difluoro-2-iodobenzene (1 .74 g, 7.25 mmol) and 2-(1 – ethynylcyclopropoxy)tetrahydro-2H-pyran (prepared according to the procedure described in J. Am. Chem. Soc, 2009, 131, 9178-9179) (1 .326 g, 7.98 mmol) in diisopropylamine (35 ml) was flushed with argon for 5 min. To this were added bis(triphenylphosphine)palladium(ll) chloride (0.102 g, 0.145 mmol) and copper(l) iodide (0.028 g, 0.145 mmol) and stirring was continued at room temp for 2 hours. The reaction mixture was filtered over kieselguhr, the kieselguhr was washed with ether and the filtrate was concentrated. The residue was partitioned between ethyl acetate (50 ml) and water/sat. NH4CI (aq) (1/1 , 50 ml). After washing, the layers were separated, the organic layer was washed with sat. NaHC03 (50 ml), dried over sodium sulphate and concentrated. The crude product was purified over silica by flash column chromatography ([0% EtOAc in heptane] to [20% EtOAc in heptane]). 1 .89 g (94% of theory) of 2-(1 -((2,5-difluorophenyl)ethynyl)cyclopropoxy)tetrahydro-2H-pyran as a colourless oil was obtained. 1H NMR (CDCIs, 400MHz): 1 .10-1 .22(m,3H,3xCH), 1 .39-1 .43(m,1 H,CH), 1 .51-1 .66(m,4H,2xCH2), 1 .71 -1 .86(m,2H,CH2), 3.57-3.62(m,1 H,0-CH), 3.92-3.97(m,1 Eta,Omicron-CH), 5.12-5.14(m,1 Eta,Omicron-CH-O), 6.92- 7.03(m,2H,Ar-H), 7.05-7.09(m,1 H,Ar-H). MS [M-THP]+ 194

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, 1,4-Difluoro-2-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; STIERLI, Daniel; TITULAER, Ruud; RAJAN, Ramya; WO2014/147009; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

2265-92-1, name is 1,4-Difluoro-2-iodobenzene, 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. Quality Control of 1,4-Difluoro-2-iodobenzene

To a solution of 1 (15mg, 0.079mmol), 2 (38mg, 0.158mmol) and Cs2CO3 (128mg, 0.395mmol) in DMF (lmL) were added 2 mg of Pd(dba)2 and 2 mg of Xantphos. The suspension was degassed under vacuum and purged with N2 several times. The mixture was stirred at 120 C for lh. LCMS showed the SM was consumed completely. Then the reaction mixture was diluted with EA (10mL) and washed with brine (2mL) twice. The organic solution was dried over anhydrous Na2SO4, filtered, concentrated under reduced pressure and purified by p-TLC to give the desired compound Compound 219 (4mg, yield: 16.6%). LCMS: m/z, 303.1 (M+H)+; 1HNMR:(d-CDCl3, 400MHz): delta 8.55(d, J=4.8, 1H), 7.61~7.65(m, 1H), 7.44(d, J=7.6, 1H), 7.19~7.25(m, 1H), 6.81~6.88(m, 1H), 7.25~7.32(m, 2H), 3.83~4.05(m, 2H), 3.46~3.60(m, 2H), 2.33~2.63(m, 2H).

The synthetic route of 2265-92-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HUA MEDICINE (SHANGHAI) LTD.; CHEN, Li; BALDWIN, John J.; WU, Chengde; SHEN, Chunli; WO2014/124560; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com