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Chemical Structure| 697739-11-0 Chemical Structure| 697739-11-0

Structure of 697739-11-0

Chemical Structure| 697739-11-0

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Product Details of [ 697739-11-0 ]

CAS No. :697739-11-0
Formula : C9H13ClN2O2
M.W : 216.67
SMILES Code : O=C(OCC)C1=C(CN)N=CC=C1.[H]Cl
MDL No. :MFCD23703535

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Application In Synthesis of [ 697739-11-0 ]

* 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 [ 697739-11-0 ]

[ 697739-11-0 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 64-18-6 ]
  • [ 697739-11-0 ]
  • [ 697739-12-1 ]
YieldReaction ConditionsOperation in experiment
[0143] A mixture of 44.8 mL of acetic anhydride and 19.2 mL of formic acid was heated in a 50-60 C oil bath temperature for 3 h and then cooled to rt to give formic-acetic anhydride, which was then slowly added to the solid ethyl 2-(aminomethyl)-3-pyridinecarboxylate HCl and then stirred at rt for 8 h. Excess reagent was evaporated to give a residue, which was neutralized by very slow addition of sat. NaHC03 solution. Solution was extracted with DCM, dried and evaporated to provide ethyl imidazo[l,5-a]pyridine-8-carboxylate as a yellow solid (crude weight 2.7 g). MS: exact mass calculated for C10H10N2O2, 190.07; m/z found, 191 [M+H] +.
A mixture of 44.8 mL of acetic anhydride and 19.2 mL of formic acid was heated in a 50-60 C. oil bath temperature for 3 h and then cooled to rt to give formic-acetic anhydride, which was then slowly added to the solid ethyl 2-(aminomethyl)-3-pyridinecarboxylate HCl and then stirred at rt for 8 h. Excess reagent was evaporated to give a residue, which was neutralized by very slow addition of sat. NaHCO3 solution. _Solution was extracted with DCM, dried and evaporated to provide ethyl imidazo[1,5-a]pyridine-8-carboxylate as a yellow solid (crude weight 2.7 g). MS: exact mass calculated for C10H10N2O2, 190.07; m/z found, 191 [M+H]+.
  • 2
  • [ 64-18-6 ]
  • [ 697739-11-0 ]
  • [ 108-24-7 ]
  • [ 697739-12-1 ]
YieldReaction ConditionsOperation in experiment
56% Acetic anhydride (38. 21 ml, 405 mmol) and formic acid (15.28 ml, 405 mmol) were mixed together at 60 C for 2 hours then allowed to cool to room temperature. To this mixture was added Description 35 (17.55 g, 81 mmol), and the resulting mixture stirred at room temperature for 1 hour, then heated at 35 C for 3 hours. The mixture was cooled to 5 C and neutralised with 0.88 ammonia solution and then extracted with dichloromethane (3 x). The combined dichloromethane layers were washed with water, saturated NACI, dried over NA2S04, filtered and evaporated. The residue was purified by column chromatography on silica eluting with 2% MEOH in DCM + 0.5% NH40H to give the title compound (8.67 g, 56%).
  • 3
  • [ 697739-11-0 ]
  • [ 697739-12-1 ]
YieldReaction ConditionsOperation in experiment
With acetic anhydride; formyl acetic anhydride; at 20℃; for 8h; [0250] A mixture of 44.8 mL of acetic anhydride and 19.2 mL of formic acid was heated in a 50-60 C oil bath temperature for 3 h and then cooled to rt to give formic-acetic anhydride,which was then slowly added to the solid ethyl 2-(aminomethyl)-3-pyridinecarboxylate HCl andthen stirred at rt for 8 h. Excess reagent was evaporated to give a residue, which was neutralizedby very slow addition of sat. NaHCO3 solution. Solution was extracted with DCM, dried and evaporated to provide ethyl imidazo[1,5-a]pyridine-8-carboxylate as a yellow solid (crude weight 2.7 g). MS: exact mass calculated for C10H10N202, 190.07; m/z found, 191 [M+H]+ .
 

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