تفاعل #172338

ord-d909f28cf0ec4418836cad7882ed2f2e

معادلة التفاعل

O=C([O-])[O-].[K+].[K+]
K2CO3
[I-].[Na+]
NaI
CC(C)(C)OC(=O)Nc1ccc(COS(C)(=O)=O)cn1
(6-(tert-butoxycarbonylamino)pyridin-3-yl)methyl methanesulfonate
O=C(OCc1ccccc1)N1CCNCC1
benzyl piperazine-1-carboxylate
CC(C)(C)OC(=O)Nc1ccc(CN2CCN(C(=O)OCc3ccccc3)CC2)cn1
benzyl 4-((6-(tert-butoxycarbonylamino)pyridin-3-yl)methyl)piperazine-1-carboxylate
المردود 96.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحThe reaction mixture was filtered
  2. 2
    تركيزthe filtrate was concentrated under reduced pressure
  3. 3
    workup.ADDITIONWater (30 mL) was added
  4. 4
    ترشيحthe mixture was filtered
  5. 5
    غسيلThe collected solids were washed further with water
  6. 6
    أخرىdried

الإجراء التجريبي

A mixture of (6-(tert-butoxycarbonylamino)pyridin-3-yl)methyl methanesulfonate (102; 1.30 g, 5.4 mmol), benzyl piperazine-1-carboxylate 103; (1.42 g, 6.5 mmol), K2CO3 (2.30 g, 16.1 mmol) and NaI (0.08 g, 0.54 mmol) in DMF (20 mL) was stirred at 60° C. for 2 h. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. Water (30 mL) was added and the mixture was filtered. The collected solids were washed further with water and dried to afford benzyl 4-((6-(tert-butoxycarbonylamino)pyridin-3-yl)methyl)piperazine-1-carboxylate 104 (2.20 g, 96%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08846947B2uspto-grants-2014_09