反应 #1509663

ord-f6339d6ce5dc42d9a85533db62219b13

反应方程式

CC(C)n1cnc2c(Cl)nc(I)nc21
6-chloro-2-iodo-9-isopropyl-9H-purine
NCCc1ccc(O)cc1
tyramine
CCN(CC)CC
triethylamine
CC(C)n1cnc2c(NCCc3ccc(O)cc3)nc(I)nc21
title compound
CC(C)n1cnc2c(NCCc3ccc(O)cc3)nc(I)nc21
4-(2-(2-iodo-9-isopropyl-9H-purin-6-ylamino)ethyl)phenol

反应条件

温度
85°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    浓缩The reaction mixture was concentrated
  2. 2
    workup.ADDITIONsaturated aqueous sodium bicarbonate solution was added
  3. 3
    萃取The mixture was extracted with ethyl acetate (50 ml×3)
  4. 4
    干燥The combined organic layers were dried over sodium sulfate
  5. 5
    过滤filtered
  6. 6
    浓缩concentrated
  7. 7
    其他The residue was purified by column chromatography on silica gel (25 to 75% ethyl acetate in hexane eluant)

实验过程

A mixture of 6-chloro-2-iodo-9-isopropyl-9H-purine (a) (1.0 g, 3.1 mmol), tyramine (0.64 g, 4.65 mmol), triethylamine (0.63 g, 6.2 mmol) and 2-propanol (30 mL) was heated at 85° C. for 2 hr. The reaction mixture was concentrated and saturated aqueous sodium bicarbonate solution was added. The mixture was extracted with ethyl acetate (50 ml×3). The combined organic layers were dried over sodium sulfate, filtered, and concentrated. The residue was purified by column chromatography on silica gel (25 to 75% ethyl acetate in hexane eluant) to afford the title compound as a solid. MS m/z 424.1 (M+1).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08927281B2uspto-grants-2015_01