تفاعل #5543

ord-349268ab472d46378b63207ed9f22d8d

معادلة التفاعل

O=C(OCCSc1cccc2nccn12)Oc1ccccc1
5-[2-(phenoxycarbonyloxy)ethylthio]imidazo[1,2-a]pyridine
NCCCO
3-aminopropanol
O=C(NCCCO)OCCSc1cccc2nccn12
desired product
المردود 55.6%
O=C(NCCCO)OCCSc1cccc2nccn12
5-[2-[3-(hydroxy)propylcarbamoyloxy]ethylthio]imdazo[1,2-a]pyridine
المردود 55.6%

المذيبات

ظروف التفاعل

درجة الحرارة
120°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe reaction mixture was cooled
  2. 2
    غسيلwhich was washed with water
  3. 3
    تجفيفdried over anhydrous magnesium sulfate
  4. 4
    workup.DISTILLATIONthe solvent was distilled off
  5. 5
    أخرىThen, the residue was purified by column chromatography (eluent: methanol/chloroform=1:20)

الإجراء التجريبي

To 5-[2-(phenoxycarbonyloxy)ethylthio]imidazo[1,2-a]pyridine (1.10 g, 3.50 mmoles) was added 3-aminopropanol (0.27 ml, 3.52 mmoles) and the mixture was stirred at 120° C. for 1.5 hours. The reaction mixture was cooled by standing and chloroform was added thereto, which was washed with water and dried over anhydrous magnesium sulfate, and then the solvent was distilled off. Then, the residue was purified by column chromatography (eluent: methanol/chloroform=1:20) to obtain 575 mg of the desired product (55.6%, colorless crystals).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05244908uspto-grants-1993_09