반응 #1509686

ord-507c6be4bec44b1d94a65881f79c3143

반응 방정식

CC(C)n1cnc2c(Cl)nc(-c3csc4ccccc34)nc21
2-(benzo[b]thiophen-3-yl)-6-chloro-9-isopropyl-9H-purine
NCCc1c[nH]c2ccc(O)cc12
serotonin
CC(C)n1cnc2c(NCCc3c[nH]c4ccc(O)cc34)nc(-c3csc4ccccc34)nc21
title compound
CC(C)n1cnc2c(NCCc3c[nH]c4ccc(O)cc34)nc(-c3csc4ccccc34)nc21
3-(2-(2-(benzo[b]thiophen-3-yl)-9-isopropyl-9H-purin-6-ylamino)ethyl)-1H-indol-5-ol

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    농축The reaction mixture was concentrated
  2. 2
    workup.ADDITIONaqueous sodium bicarbonate solution was added
  3. 3
    추출The mixture was extracted with ethyl acetate
  4. 4
    건조dried over sodium sulfate
  5. 5
    농축concentrated
  6. 6
    기타The residue was purified by silica gel chromatography (0 to 5% MeOH in DCM eluant)

실험 절차

Following the procedure of Example 15e, 2-(benzo[b]thiophen-3-yl)-6-chloro-9-isopropyl-9H-purine (b) (80 mg, 0.243 mmol) was reacted with serotonin. The reaction mixture was concentrated, then aqueous sodium bicarbonate solution was added. The mixture was extracted with ethyl acetate. The organic fractions were combined, dried over sodium sulfate, and concentrated. The residue was purified by silica gel chromatography (0 to 5% MeOH in DCM eluant) to afford the title compound as an off-white solid. MS m/z 469.2 (M+1).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08927281B2uspto-grants-2015_01