반응 #158649

ord-85242cdd70dc4bdc8beb0ed19a6c21a6

반응 방정식

Oc1cccc(Nc2nc(Cl)ncc2F)c1
2-chloro-5-fluoro-N4-(3-hydroxyphenyl)-4-pyrimidineamine
NCCc1c[nH]c2ccccc12
tryptamine
Oc1cccc(Nc2nc(NCCc3c[nH]c4ccccc34)ncc2F)c1
5-fluoro-N4-(3-hydroxyphenyl)-N2-[2-(indol-3-yl)ethyl]-2,4-pyrimidinediamine
수율 53.0%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타In like manner to the preparation of N4-(3,4-ethylenedioxyphenyl)-5-fluoro-N2-(3-hydroxyphenyl)-2,4-pyrimidinediamine

실험 절차

In like manner to the preparation of N4-(3,4-ethylenedioxyphenyl)-5-fluoro-N2-(3-hydroxyphenyl)-2,4-pyrimidinediamine, the reaction of 2-chloro-5-fluoro-N4-(3-hydroxyphenyl)-4-pyrimidineamine (50 mg, 0.21 mmol) and tryptamine (100 mg, 0.62 mmol) gave 5-fluoro-N4-(3-hydroxyphenyl)-N2-[2-(indol-3-yl)ethyl]-2,4-pyrimidinediamine (40 mg, 53%). 1H NMR (CD3OD): δ 3.01 (t, J=7.2 Hz, 2 H), 3.61 (t, J=7.2 Hz, 2 H), 6.51 (ddd, J=0.9, 2.1 and 8.1 Hz, 1 H), 6.96 (td, J=0.9 and 7.2 Hz, 1 H), 7.03-7.09 (m, 3 H), 7.22 (d, J=7.5 Hz, 1

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08822685B2uspto-grants-2014_09