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[ CAS No. 55052-25-0 ] {[proInfo.proName]}

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Chemical Structure| 55052-25-0
Chemical Structure| 55052-25-0
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CAS No. :55052-25-0 MDL No. :MFCD09749946
Formula : C11H10N2O3 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 218.21 Pubchem ID :-
Synonyms :

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Application In Synthesis of [ 55052-25-0 ]

* 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 [ 55052-25-0 ]

[ 55052-25-0 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 108-24-7 ]
  • [ 55052-24-9 ]
  • [ 55052-25-0 ]
YieldReaction ConditionsOperation in experiment
70% for 12h; Heating / reflux; 9 A mixture of 7-azaindole N-oxide (5.55 g, 8.6 mmol) in Ac2O (30 mL) was refluxed for 12 h. The reaction mixture was concentrated to half its volume, extracted with CH2Cl2, washed with water, dried over anhydrous MgSO4, and evaporated to give a residue, which was purified on a column of silica gel eluting with EtOAc/hexane (1:6) to give 1-acetyl-1H-pyrrolo[2,3-b]pyridin-6-yl acetate (4.55 g, 70%).
70% for 8h; Reflux; Inert atmosphere; regioselective reaction;
37% for 4h; Heating / reflux; 1.1 Example 1 Preparation of the compound E4 [Show Image] [Show Image] Step 1 A solution of 7-azaindole-7-oxide(I.00 g, 7.45 mmol) in acetic anhydride(20 ml) was heated under reflux for 4 hours and acetic anhydride was evaporated in vacuo. The resulting residue was purified with a silica gel column chromatography. The obtained crystalline was washed with isopropyl ether to give the compound E1(609 mg, 37% yield). 1H-NMR (CDCl3) δ ppm: 2.38 (3H, s), 3.00 (3H, s), 6.62 (1H, d, J = 4.1 Hz), 6.96 (1H, d, J = 8.2 Hz), 7.96 (1H, d, J = 8.2 Hz), 7.97 (1H, d, J = 4.1 Hz).
for 12h; Reflux; 2.2 Step 2. Crude 1H-pyrrolo[2,3-b]pyridine 7-oxide (150 g, 670.9 mmol, ca. 60% purity) in acetic anhydride (450 mL) was heated to reflux for 12 h. The mixture was cooled, concentrated to half of its volume, diluted with DCM (500 mL), washed with water (2 x 100 mL), dried over anhydrous sodium sulfate and concentrated to give crude 1-acetyl-1H-pyrrolo[2,3-b]pyridin-6-yl acetate.
for 12h; Reflux; 2.2 Step 2. Crude 1H-pyrrolo[2,3-b]pyridine 7-oxide (150 g, 670.9 mmol, ca. 60% purity) in acetic anhydride (450 mL) was heated to reflux for 12 h. The mixture was cooled, concentrated to half of its volume, diluted with DCM (500 mL), washed with water (2 x 100 mL), dried over anhydrous sodium sulfate and concentrated to give crude 1-acetyl-1H-pyrrolo[2,3-b]pyridin-6-yl acetate.

  • 2
  • [ 55052-25-0 ]
  • [ 55052-26-1 ]
YieldReaction ConditionsOperation in experiment
60% With water; potassium carbonate; In methanol; at 20.0℃; for 12.0h; A mixture of 1-acetyl-1H-pyrrolo[2,3-b]pyridin-6-yl acetate (0.635 g, 2.9 mmol) and K2CO3 (1.6 g, 12 mmol) in MeOH/H2O (20 mL/20 mL) was stirred at room temperature for 12 h. The reaction mixture was concentrated to half its volume and extracted with CHCl3. The organic layer was dried over anhydrous MgSO4 and evaporated to give a residue, which was further purified on a silica gel column to give 1H-pyrrolo[2,3-b]pyridin-6-ol (0.233 g, 60%).
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