반응 #10187

ord-931bc6064bc349a4bd207d7c42a61231

반응 방정식

CCCCNc1cc2c(cc1[N+](=O)[O-])C1CC2CN(C(=O)OC(C)(C)C)C1
4-Butylamino-5-nitro-10-aza-tricyclo[6.3.1.02,7]dodeca-2(7),3,5-triene-10-carboxlic acid tert-butyl ester
O=C[O-].[NH4+]
ammonium formate
CCCCNc1cc2c(cc1N)C1CC2CN(C(=O)OC(C)(C)C)C1
oil
수율 100.3%
CCCCNc1cc2c(cc1N)C1CC2CN(C(=O)OC(C)(C)C)C1
4-Butylamino-5-amino-10-aza-tricyclo[6.3.1.02,7]dodeca-2(7),3,5-triene-10-carboxylic acid tert-butyl ester
수율 100.3%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도to reflux for 1 hour
  2. 2
    여과then filtered through a Celite pad
  3. 3
    농축concentrated
  4. 4
    workup.ADDITIONThe solids were treated with saturated aqueous Na2CO3 solution
  5. 5
    추출extracted with CH2Cl2 (3×30 mL)
  6. 6
    기타dried by filtration through a cotton plug

실험 절차

4-Butylamino-5-nitro-10-aza-tricyclo[6.3.1.02,7]dodeca-2(7),3,5-triene-10-carboxlic acid tert-butyl ester (460 mg, 1.27 mmol) was treated with ammonium formate (850 mg, 12.7 mmol) and 10%Pd(OH)2/C (50 mg) in methanol (20 mL) and brought to reflux for 1 hour then filtered through a Celite pad and concentrated. The solids were treated with saturated aqueous Na2CO3 solution, extracted with CH2Cl2 (3×30 mL) and dried by filtration through a cotton plug to give an oil (440 mg, 100%).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07091372B2uspto-grants-2006_08