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Chemical Structure| 92260-32-7 Chemical Structure| 92260-32-7

Structure of 92260-32-7

Chemical Structure| 92260-32-7

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Product Details of [ 92260-32-7 ]

CAS No. :92260-32-7
Formula : C8H8BrN3
M.W : 226.07
SMILES Code : CN1C(C)=NC2=CC(Br)=CN=C21
MDL No. :MFCD08692134

Safety of [ 92260-32-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 92260-32-7 ]

* 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 [ 92260-32-7 ]

[ 92260-32-7 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 1445-45-0 ]
  • [ 89415-54-3 ]
  • [ 92260-32-7 ]
YieldReaction ConditionsOperation in experiment
84% 63c (1.00 g, 1 eq) is dissolved in DMF (2.8 mL) and trimethyl orthoacetate (2.87 mL, 3.5 eq). Reaction mixture is stirred at 100 C. for 1 h, then acetic acid (570 muL, 2 eq) is added and heating is pursued for 16 h. After cooling, the reaction mixture is diluted with EtOAc and the resulting solution is washed with a 1:1 brine:sat aq sodium bicarbonate. The aqueous layer is re-extracted with EtOAc (3×), and the combined organic extracts are evaporated under reduced pressure to obtain 63d, used without further purification in the following step (944 mg, 84%).
  • 2
  • [ 89415-54-3 ]
  • [ 78-39-7 ]
  • [ 92260-32-7 ]
YieldReaction ConditionsOperation in experiment
at 140℃; for 38.5h; A solution of 5-bromo-N*2*-methyl-pyridine-2 3-diamine (Stage 67.1.4, 960 mg, 4 75 mmol) in triethylorthoacetate (Aldrich, Buchs, Switzerland, 25 ml) was stirred for 38 5 h at 140C. The reaction mixture was evaporated to dryness. The residue was dissolved in EtOAc and washed with saturated aqueous NaHCO3. The aqueous layer was extracted with EtOAc and the combined organic layers washed with brine, dried over Na2SO4, filtered and evaprated. The crude product was dry loaded on silica gel and purified by MPLC (DCM/MeOH 0% - 4%) to give the title compound as a brown solid (HPLC. tR 1 95 mm (Method A); M+H = 226, 228 MS-ES).
With acetic acid; at 80℃; for 2h; To a suspension of <strong>[89415-54-3]5-bromo-N2-methylpyridine-2,3-diamine</strong> (510 mg, 2.51 mmol) in AcOH (20 mL) was added MeC(OEt)3 (1 mL) and the solution was warmed to 80 C. for 2 hours. The reaction mixture was allowed to cool to room temperature and was concentrated in vacuo. The crude residue was purified by silica gel column chromatography (0-25% THF/CH2Cl2 gradient) to afford the desired product. 1H NMR (400 MHz, CDCl3) delta 8.36 (d, J=1.8 Hz, 1H), 8.06 (d, J=1.9 Hz, 1H), 3.80 (s, 3H), 2.65 (s, 3H).
 

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