반응 #11527

ord-dd8830353a284752b61a36e101312188

반응 방정식

CC(N)c1cccs1
1-thiophen-2-yl-ethylamine
COC(=O)c1ccc(C(=O)[O-])s1
methyl thiophen-2,5-dicarboxylate
O.On1nnc2ccccc21
1-hydroxybenzotriazole hydrate
CCN=C=NCCCN(C)C.Cl
N′-(3-dimethylaminopropyl)-N-ethylcarbodiimid hydrochloride
COC(=O)c1ccc(C(=O)NC(C)c2cccs2)s1
5-(1-Thiophen-2-yl-ethylcarbamoyl)-thiophene-2-carboxylic acid methyl ester
수율 84.0%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    workup.STIRRINGis subsequently stirred at ambient temperature overnight
  2. 2
    기타The product is isolated
  3. 3
    기타after acidic work-up and purification on silica gel as waxy solid in 84% yield (0.67 g)

실험 절차

A solution of 500 mg (2.7 mmol) of methyl thiophen-2,5-dicarboxylate in CH2Cl2 (20 ml) is treated with 617 mg (4 mmol) 1-hydroxybenzotriazole hydrate and 772 mg (4 mmol) N′-(3-dimethylaminopropyl)-N-ethylcarbodiimid hydrochloride and stirring is continued at ambient temperature for 1 hour. 410 mg (3.2 mmol) of 1-thiophen-2-yl-ethylamine are added to the reaction mixture which is subsequently stirred at ambient temperature overnight. The product is isolated after acidic work-up and purification on silica gel as waxy solid in 84% yield (0.67 g).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07098241B2uspto-grants-2006_08