2,6-difluoro-4- iodo-Pyridine

2,6-difluoro-4- iodo-Pyridine - Names and Identifiers

Name	PYRIDINE, 2,6-DIFLUORO-4-IODO-
Synonyms	2 6-DICHLORO-4-IODOPYRI 2,6-fluoro-4-iodopyridine 4-Iodo-2,6-difluoropyridine 2,6-difluoro-4- iodo-Pyridine PYRIDINE, 2,6-DIFLUORO-4-IODO-
CAS	685517-71-9

2,6-difluoro-4- iodo-Pyridine - Physico-chemical Properties

Molecular Formula	C5H2F2IN
Molar Mass	240.98
Density	2.129±0.06 g/cm3(Predicted)
Melting Point	80-82 °C(Solv: ligroine (8032-32-4))
Boling Point	222.0±35.0 °C(Predicted)
pKa	-7.48±0.10(Predicted)
Storage Condition	under inert gas (nitrogen or Argon) at 2–8 °C

2,6-difluoro-4- iodo-Pyridine - Reference Information

application

2,6-difluoro -4-iodopyridine can be used as an intermediate in pharmaceutical synthesis. 2,6-difluoropyridine can be used as a reaction raw material to generate an intermediate 3-iodine -2,6-difluoropyridine under the action of n-butyl lithium and iodine, 2, 6-difluoro-4-iodopyridine was prepared in further reaction, which can be used in laboratory research and development processes and chemical production processes.

preparation

step 1: under nitrogen protection, at -78°C, n-butyl lithium (7.5mL,12mmol, 1.6M in hexane) is added dropwise to the solution of diisopropylamine (1.7mL,12mmol) in THF(10mL). after 20 minutes, add 2,6-difluoropyridine (1.1mL,12mmol) dropwise, after another hour, keep at -78 ℃, and add iodine (3.2g,13.5mmol) THF(5mL) solution within 10 minutes. The solution was heated to room temperature within 1 hour, washed with 10% Na2SO3 aqueous solution (10mL), and extracted with ethyl acetate (50mL). Dry (Na2SO4) organic extract, vacuum concentration, residue recrystallized from petroleum ether to obtain 3-iodine -2, 6-difluoropyridine (2.72g,94%), colorless crystal, yield (2.72g,94%), melting point 38-40 ℃. Step 2: Under nitrogen protection, at -78°C, add n-butyl lithium (6.5mL,10.4mmol,1.6M hexane solution) dropwise to 50ml of diisopropylamine (1.5mL,4.8mmol) THF(5mL) solution. After 20 minutes, a THF(12mL) solution of 3-iodo-2, 6-difluoropyridine (2.46g,10.4mmol) was added dropwise to the mixture through a casing. After the reaction was kept at -78°C for 10 hours, THF(5mL) and H2O(0.51g,28mmol) were added, and the mixture was warmed to room temperature within 1 hour. The mixture was washed with 10% Na2SO3 aqueous solution (10mL) and extracted with ethyl acetate (150mL). The organic extract was dried (Na2SO4), vacuum concentrated and the residue was purified by chromatography (eluted with 5 ∶ 95 ethyl acetate/petroleum ether; Rf = 0.6) to give 2, 6-difluoro-4-iodopyridine (1.72g,70%), a colorless crystal, yield (1.72g,70%), melting point 80-82°C.

Last Update：2024-04-09 19:05:03