تفاعل #3272

ord-e91dd296e2224593a86fc92fbc509e8b

معادلة التفاعل

Nc1ncc2cc(-c3c(Cl)cccc3Cl)c(O)nc2n1
2-amino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidin-7(8H)-one
Nc1ncc2cc(-c3c(Cl)cccc3Cl)c(O)nc2n1
2-amino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidin-7-ol
[H-].[Na+]
NaH
CCCI
1-Iodopropane
CCCn1c(=O)c(-c2c(Cl)cccc2Cl)cc2cnc(N)nc21
2-amino-6-(2,6-dichlorophenyl)-8-propyl-8H-pyrido[2,3-d]pyrimidin-7-one
المردود 68.0%

المذيبات

ظروف التفاعل

درجة الحرارة
50°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىresulting in a clear solution
  2. 2
    درجة الحرارةcooled to room temperature
  3. 3
    أخرىThe resulting precipitate was removed by filtration
  4. 4
    غسيلwashed with water
  5. 5
    أخرىThe residue was dried
  6. 6
    أخرىpurified by flash chromatography
  7. 7
    غسيلeluting with 1:1 hexane

الإجراء التجريبي

To a suspension of NaH (60% in mineral oil, 31 mg) in 6 mL of dimethylformamide was added 2-amino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidin-7(8H)-one from Example 11 (205 mg, 0.67 mmol). The mixture was heated at 50° C. for 1 hour resulting in a clear solution. 1-Iodopropane (100 μL, 1.03 mmol) was added, and the solution was stirred at 50° C. for 10 minutes, then cooled to room temperature and poured onto 40 mL of ice water. The resulting precipitate was removed by filtration and washed with water. The residue was dried and purified by flash chromatography, eluting with 1:1 hexane:ethyl acetate to provide 159 mg (68%) of 2-amino-6-(2,6-dichlorophenyl)-8-propyl-8H-pyrido[2,3-d]pyrimidin-7-one; mp 196°-197° C.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05733914uspto-grants-1998_03