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Chemical Structure| 1443623-92-4 Chemical Structure| 1443623-92-4

Structure of 1443623-92-4

Chemical Structure| 1443623-92-4

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Product Details of [ 1443623-92-4 ]

CAS No. :1443623-92-4
Formula : C10H9F2N
M.W : 181.18
SMILES Code : FC1=C(C2=NCCC2)C=C(F)C=C1
MDL No. :MFCD22420157
InChI Key :QIZHVCUPPAMGIW-UHFFFAOYSA-N
Pubchem ID :58335726

Safety of [ 1443623-92-4 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319
Precautionary Statements:P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Application In Synthesis of [ 1443623-92-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 1443623-92-4 ]

[ 1443623-92-4 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 1443623-92-4 ]
  • [ 1218935-59-1 ]
  • 2
  • [ 1443623-92-4 ]
  • [ 1218935-59-1 ]
  • (S)-(–)-2-(2,5-difluorophenyl)pyrrolidine [ No CAS ]
YieldReaction ConditionsOperation in experiment
With chloro(1,5-cyclooctadiene)iridium(I) dimer; diphenylsilane; (R)-2-(2-(diphenylphosphino)phenyl)-4-isopropyl-4,5-dihydrooxazole; In tert-butyl methyl ether; at 10 - 50℃;Inert atmosphere; Step C-Preparation of (R)-2-(2,5-difluorophenyl)pyrrolidine Chloro-1,5-cyclooctadiene iridium dimer (0.2 mol %) and (R)-2-(2-(diphenylphosphino)phenyl)-4-isopropyl-4,5-dihydrooxazole (0.4 mol %) were suspended in 5 volumes of MTBE (based on 5-(2,5-difluorophenyl)-3,4-dihydro-2H-pyrrole) at room temperature. The mixture was stirred for 1 hour and most of the solids dissolved with the solution turning dark red. The catalyst formation was monitored using an HPLC/PDA detector. The reaction was cooled to less than 50 Celsius and 5-(2,5-difluorophenyl)-3,4-dihydro-2H-pyrrole (1.0 eq.) was added using a 0.5 volumes of MTBE rinse. Diphenylsilane (1.5 eq.) was added over about 20 minutes while maintaining a reaction temperature below 10 Celsius. The reaction was stirred for 30 minutes below 10 Celsius and then allowed to warm to room temperature. The reaction was stirred overnight at room temperature. The completion of the reaction was confirmed by HPLC and then cooled to less than 5 Celsius. The reaction was quenched with 5 volumes of 2M aqueous HCl maintaining temperature below 20 Celsius. After 10 minutes the ice/water bath was removed and the reaction temperature was allowed to increase to room temperature while stirring for 2 hours. The mixture was transferred to a separatory funnel with 3 volumes of MTBE. The aqueous layer was washed with 3.5 volumes of MTBE followed by addition of 5 volumes of MTBE to the aqueous layer while adjusting the pH to about 14 by adding 0.75 volumes of aqueous 50% NaOH. The organic layer was washed with 5 volumes of aqueous saturated NaCl, then concentrated to an oil, and diluted with 3 volumes of MTBE. The solution was filtered through a polypropylene filter cloth and rinsed with 1 volume of MTBE. The filtrate was concentrated to an oil of (R)-2-(2,5-difluorophenyl)pyrrolidine with a 95% to 100% theoretical yield and with 75-85% ee.
 

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