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Chemical Structure| 39791-96-3 Chemical Structure| 39791-96-3

Structure of 39791-96-3

Chemical Structure| 39791-96-3

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Product Details of [ 39791-96-3 ]

CAS No. :39791-96-3
Formula : C9H9ClN2
M.W : 180.63
SMILES Code : CC1=CC2=C(C=C1C)N=C(Cl)N2
MDL No. :MFCD00626358

Safety of [ 39791-96-3 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319
Precautionary Statements:P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330

Application In Synthesis of [ 39791-96-3 ]

* 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 [ 39791-96-3 ]

[ 39791-96-3 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 192702-01-5 ]
  • [ 39791-96-3 ]
  • 2-chloro-1-(3-chloro-4-fluorobenzyl)-5,6-dimethyl-1H-benzo[d]imidazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate; In N,N-dimethyl-formamide; at 20 - 40℃; Step A: Potassium carbonate (535 mg, 3.88 mmol, 2 eq) and <strong>[192702-01-5]3-chloro-4-fluorobenzyl bromide</strong> (286 muL, 2.13 mmol, 1.1 eq) were added sequentially to a stirred solution of 2-chloro-5,6-dimethylbenzimidazole (350 mg, 1.94 mmol) in DMF (6 mL) at room temperature. The reaction was heated to 40 C. Upon conversion of the starting material by LCMS (?3 hr), the reaction was cooled to room temperature and quenched with 10% HCl, extracted with ethyl acetate, and washed thoroughly with water. The combined organic layers were dried over sodium sulfate and concentrated to afford 2-chloro-1-(3-chloro-4-fluorobenzyl)-5,6-dimethyl-1H-benzo[d]imidazole (575 mg, 92% crude yield). The alkylated product was used without any further purification.
  • 2
  • [ 1170108-38-9 ]
  • [ 39791-96-3 ]
  • tert-butyl ((1-(5,6-dimethyl-1H-benzo[d]imidazol-2-yl)azetidin-3-yl)methyl)carbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
52% With N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; at 100℃; for 12.0h; Step A: A solution of 2-chloro-5,6-dimethyl-1H-benzo[d]imidazole (135 mg, 0.75 mmol), t-Butyl(azetidin-3-yl)methyl-carbamate:HCl (333 mg, 1.50 mmol) and DIEA (0.33 mL, 1.9 mmol) in DMSO (1.5 mL) were stirred at 100 C. for 12 hrs. The reaction was diluted with EtOAc and water. The aqueous layer was separated and extracted with EtOAc (3×). The combined organics were washed with water, brine, dried over Na2SO4, concentrated and chromatographed on silica gel (24 g) eluting with a 0-to-5% MeOH/DCM (with 1% conc. NH4OH) gradient to give 128 mg (52%) of tert-butyl ((1-(5,6-dimethyl-1H-benzo[d]imidazol-2-yl)azetidin-3-yl)methyl)carbamate as a light tan solid. MS (ESI) (M+H+) m/z=331. LCMS Ret time (UV 215/254): 0.83 min.
  • 3
  • [ 1170108-38-9 ]
  • [ 39791-96-3 ]
  • tert-butyl ((1-(1-(3-chloro-4-fluorobenzyl)-5,6-dimethyl-1H-benzo[d]imidazol-2-yl)azetidin-3-yl)methyl)carbamate [ No CAS ]
 

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