반응 #1702135

ord-b81676a021b64a0180c90c92c48b8a66

반응 방정식

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
수율 80.9%
COc1cccc(CCCNc2nc(Nc3cccc(CO)c3)ncc2Cl)c1
{3-[(5-Chloro-4-{[3-(3-methoxyphenyl)propyl]amino}pyrimidin-2-yl)amino]phenyl}methanol
수율 80.9%

반응 조건

온도
100°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도After cooling
  2. 2
    여과the mixture was filtered under vacuum
  3. 3
    세척The cake was washed with cold EtOAc

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08765727B2uspto-grants-2014_07