تفاعل #514669

ord-902502254b77418a9937de17c4e2f2b3

معادلة التفاعل

Cc1nc2c(N)cc(C(N)=O)cn2c1C
8-Amino-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxamide
Cc1cccc(C)c1CCl
2,6-dimethylbenzylchloride
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
[I-].[K+]
potassium iodide
Cc1cccc(C)c1CNc1cc(C(N)=O)cn2c(C)c(C)nc12
title compound
المردود 83.4%
Cc1cccc(C)c1CNc1cc(C(N)=O)cn2c(C)c(C)nc12
2,3-dimethyl-8-(2,6-dimethylbenzylamino)-imidazo[1,2-a]pyridine-6-carboxamide
المردود 83.4%

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةrefluxed for 19 h
  2. 2
    ترشيحinorganic salts were filtered off
  3. 3
    غسيلThe solution was washed with a bicarbonate solution
  4. 4
    أخرىthe organic layer was separated
  5. 5
    أخرىdried
  6. 6
    أخرىthe solvents were evaporated under reduced pressure
  7. 7
    أخرىThe residue was purified by column chromatography on silica gel
  8. 8
    غسيلthe product was washed with diethyl ether

الإجراء التجريبي

8-Amino-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxamide (0.6 g, 2.9 mmol), 2,6-dimethylbenzylchloride (0.45 g, 2.9 mmol), sodium carbonate (1.0 g, 9.4 mmol) and potassium iodide (0.2 g, 1.3 mmol) were added to acetone (25 ml) and refluxed for 19 h. Methylene chloride was added and inorganic salts were filtered off. The solution was washed with a bicarbonate solution, the organic layer was separated, dried and the solvents were evaporated under reduced pressure. The residue was purified by column chromatography on silica gel using methylene chloride:methanol (100:5) as eluent and the product was washed with diethyl ether to give 0.78 g (82%) of the title compound.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06313137B1uspto-grants-2001_11