تفاعل #1702135

ord-b81676a021b64a0180c90c92c48b8a66

معادلة التفاعل

COc1cccc(CCCNc2nc(Cl)ncc2Cl)c1
2,5-dichloro-N-[3-(3-methoxyphenyl)propyl]pyrimidin-4-amine
Nc1cccc(CO)c1
3-aminobenzyl alcohol
Cc1ccc(S(=O)(=O)O)cc1.O
p-toluenesulfonic acid monohydrate
COc1cccc(CCCNc2nc(Nc3cccc(CO)c3)ncc2Cl)c1
desired product
المردود 80.9%
COc1cccc(CCCNc2nc(Nc3cccc(CO)c3)ncc2Cl)c1
{3-[(5-Chloro-4-{[3-(3-methoxyphenyl)propyl]amino}pyrimidin-2-yl)amino]phenyl}methanol
المردود 80.9%

المذيبات

ظروف التفاعل

درجة الحرارة
100°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةAfter cooling
  2. 2
    ترشيحthe mixture was filtered under vacuum
  3. 3
    غسيلThe cake was washed with cold EtOAc

الإجراء التجريبي

To a solution of 2,5-dichloro-N-[3-(3-methoxyphenyl)propyl]pyrimidin-4-amine (0.70 g, 2.2 mmol) and 3-aminobenzyl alcohol (0.38 g, 3.0 mmol) in 1,4-dioxane (19.1 mL) was added p-toluenesulfonic acid monohydrate (0.16 g, 0.82 mmol). The mixture was heated at 100° C. for 16 hours and the reaction was complete. After cooling, the mixture was filtered under vacuum. The cake was washed with cold EtOAc and then H2O to give the desired product as an off-white powder (0.71 g, 79%). LCMS for C21H24ClN4O2 (M+H)+: m/z=399.1.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08765727B2uspto-grants-2014_07