تفاعل #41415

ord-2c370ba6baa846c096844a985d05c8ba

معادلة التفاعل

C[C@H](N)[C@H](Oc1ccc2c(cnn2-c2ccncc2)c1)c1ccccc1
(αS,βR)-β{[1-(4-Pyridyl)-1H-indazole-5-yl]oxy}-α-methylbenzeneethanamine
CCN(CC)CC
Triethylamine
O=C(Cl)c1ccco1
2-furoylchloride
C[C@H](NC(=O)c1ccco1)[C@H](Oc1ccc2c(cnn2-c2ccncc2)c1)c1ccccc1
title compound
المردود 65.6%
C[C@H](NC(=O)c1ccco1)[C@H](Oc1ccc2c(cnn2-c2ccncc2)c1)c1ccccc1
N-[(1S,2R)-1-Methyl-2-phenyl-2-{[1-(4-pyridyl)-1H-indazole-5-yl]oxy}ethyl]furan-2-carboxamide
المردود 65.6%

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    غسيلwashed with water and brine
  2. 2
    تجفيفdried over Na2SO4
  3. 3
    ترشيحThe reaction mixture is filtered
  4. 4
    أخرىthe solvent evaporated
  5. 5
    أخرىthe residue purified by chromatography (silicagel, eluents: ethyl acetate/hexane)

الإجراء التجريبي

(αS,βR)-β{[1-(4-Pyridyl)-1H-indazole-5-yl]oxy}-α-methylbenzeneethanamine (64.3 mg, 0.19 mmol) is dissolved in 7.1 mL of dichloromethane. Triethylamine (0.062 mL, 0.45 mmol) and 2-furoylchloride (24.3 mg, 0.19 mmol) are added. After 4 h stirring at r.t. the reaction mixture is diluted with dichloromethane, washed with water and brine and dried over Na2SO4. The reaction mixture is filtered, the solvent evaporated and the residue purified by chromatography (silicagel, eluents: ethyl acetate/hexane). 53.7 mg (65.6%) of the title compound are obtained.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07728030B2uspto-grants-2010_06