تفاعل #10188

معادلة التفاعل

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

المذيبات

ethanol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction was cooled
2. 2
   تركيزconcentrated
3. 3
   workup.ADDITIONtreated with H2O and saturated aqueous Na2CO3 solution
4. 4
   استخلاصthen extracted with ethyl acetate (3×50 mL)
5. 5
   تجفيفdried (Na2SO4)
6. 6
   ترشيحAfter filtration and concentration
7. 7
   أخرىthe residue was chromatographed
8. 8
   أخرىto provide a yellow oil

الإجراء التجريبي

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).

المصدر