تفاعل #44516

ord-6319f4d90ee340cbb34c2715c3d9de01

معادلة التفاعل

CNC(=O)c1c(C)oc2cc(N(C)c3ccnc(Cl)n3)ccc12
6-((2-chloropyrimidin-4-yl)(methyl)amino)-N,2-dimethylbenzofuran-3-carboxamide
CN(C)c1cccc(N)c1
3-dimethylaminoaniline
CNC(=O)c1c(C)oc2cc(N(C)c3ccnc(Nc4cccc(N(C)C)c4)n3)ccc12
title product
المردود 78.0%
CNC(=O)c1c(C)oc2cc(N(C)c3ccnc(Nc4cccc(N(C)C)c4)n3)ccc12
6-((2-(3-(dimethylamino)phenylamino)pyrimidin-4-yl)(methyl)amino)-N,2-dimethylbenzofuran-3-carboxamide
المردود 78.0%

المذيبات

ظروف التفاعل

درجة الحرارة
60°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصsubjected to extraction with EtOAc
  2. 2
    workup.ADDITIONThen water was added
  3. 3
    استخلاصthe mixture was subjected to extraction with ethyl acetate
  4. 4
    غسيلThe organic layer was washed with water and brine sequentially
  5. 5
    تجفيفdried over anhydrous Na2SO4
  6. 6
    تركيزconcentrated
  7. 7
    أخرىThe resulting residue was purified by column chromatography

الإجراء التجريبي

6-((2-chloropyrimidin-4-yl)(methyl)amino)-N,2-dimethylbenzofuran-3-carboxamide (0.1 mmol) and 3-dimethylaminoaniline (0.1 mmol) were dissolved in 0.5 ml DMF. To this was added p-TsOH monohydrate (0.2 mmol). The reaction mixture was stirred at 60° C. for 5 hours, and subjected to extraction with EtOAc. Then water was added and the mixture was subjected to extraction with ethyl acetate. The organic layer was washed with water and brine sequentially, dried over anhydrous Na2SO4, and concentrated. The resulting residue was purified by column chromatography to provide the title product in a yield of 78%.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07737157B2uspto-grants-2010_06