반응 #10188

반응 방정식

methanol CH2Cl2

HOAc

ethoxymethylenemalononitrile

4-Butylamino-5-amino-10-aza-tricyclo[6.3.1.02,7]dodeca-2(7),3,5-triene-10-carboxylic acid tert-butyl ester

→

7-Butyl-5,7,13-triazatetracyclo[9.3.1.02,10.04,8]pentadeca-2(10),3,5,8-tetraene-13-carboxylic acid tert-butyl ester

용매

ethanol

반응 조건

후처리

1. 1
   온도The reaction was cooled
2. 2
   농축concentrated
3. 3
   workup.ADDITIONtreated with H2O and saturated aqueous Na2CO3 solution
4. 4
   추출then extracted with ethyl acetate (3×50 mL)
5. 5
   건조dried (Na2SO4)
6. 6
   여과After filtration and concentration
7. 7
   기타the residue was chromatographed
8. 8
   기타to provide a yellow oil

실험 절차

4-Butylamino-5-amino-10-aza-tricyclo[6.3.1.02,7]dodeca-2(7),3,5-triene-10-carboxylic acid tert-butyl ester (440 mg, 1.27 mmol) was dissolved in ethanol (20 mL) and HOAc (2 mL) and treated with ethoxymethylenemalononitrile (186 mg, 1.52 mmol). The resulting mixture was warmed to 60° C. and stirred 18 hours. The reaction was cooled, concentrated, treated with H2O and saturated aqueous Na2CO3 solution then extracted with ethyl acetate (3×50 mL) and dried (Na2SO4). After filtration and concentration, the residue was chromatographed to provide a yellow oil. (400 mg, 89%). (TLC 5% methanol/CH2Cl2 (NH3) Rf 0.70).

출처