تفاعل #1509652

ord-ad4e5badbba84af4a0f0924f6f325e7d

معادلة التفاعل

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

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    تركيزThe reaction mixture was concentrated
  2. 2
    أخرىthe residue purified by column chromatography on silica gel
  3. 3
    غسيلeluting with hexane/EtOAc (5:1 to 1:2)

الإجراء التجريبي

2,6-dichloro-9-isopropyl-9H-purine (1.1 mmol) was mixed with tyramine (1.16 mmol) dissolved in i-PrOH (6 ml) and the mixture was stirred overnight. The reaction mixture was concentrated, and the residue purified by column chromatography on silica gel, eluting with hexane/EtOAc (5:1 to 1:2) to afford the title compound as a white solid. 1H NMR (500 MHz, CDCl3): δ 9.21 (br, 1H), 8.49 (s, 1H), 7.80 (s, 1H), 7.10 (d, 2H), 6.73 (d, 2H), 4.87 (m, 1H), 4.03 (t, 2H), 3.01 (t, 2H), 1.68 (d, 6H); HRMS (EI) calcd for C16H18ClN5O (M+H±) 332.1273, found 332.1278.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08927281B2uspto-grants-2015_01