反应 #1509655

反应方程式

2-(benzo[b]thiophen-3-yl)-6-chloro-9-isopropyl-9H-purine

Tyramine

tyramine

→

title compound

4-(2-(2-(benzo[b]thiophen-3-yl)-9-isopropyl-9H-purin-6-ylamino)ethyl)phenol

溶剂

2-propanol

反应条件

后处理

1. 1
   其他The tube was sealed
2. 2
   温度the mixture was heated at 85° C. for 48 hr
3. 3
   浓缩The reaction was concentrated
4. 4
   workup.ADDITIONAqueous sodium bicarbonate solution was added to the residue, which
5. 5
   萃取was extracted with EtOAc
6. 6
   干燥The combined organic extracts were dried over sodium sulfate
7. 7
   过滤filtered
8. 8
   浓缩concentrated
9. 9
   其他The residue was purified by column chromatography on silica gel
10. 10
    洗涤eluting with 50 to 85% EtOAc in hexane
11. 11
    其他to afford a solid
12. 12
    其他The solid was triturated with methanol

实验过程

2-(benzo[b]thiophen-3-yl)-6-chloro-9-isopropyl-9H-purine (2.2 g, 0.0067 mol) was suspended in anhydrous 2-propanol (70 mL) in a pressure tube. Tyramine (1.01 g, 0.0074 mol) was added. The tube was sealed and heated at 85° C. for 16 hr. Additional tyramine (0.50 g, 0.0037 mol) was added and the mixture was heated at 85° C. for 48 hr. The reaction was concentrated. Aqueous sodium bicarbonate solution was added to the residue, which was extracted with EtOAc. The combined organic extracts were dried over sodium sulfate, filtered, and concentrated. The residue was purified by column chromatography on silica gel, eluting with 50 to 85% EtOAc in hexane to afford a solid. The solid was triturated with methanol to provide the title compound as an off-white solid.

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