반응 #341350

ord-659df1794c574daca8a4b51244b8fd0a

반응 방정식

O
water
Nc1nc(C(=O)NCc2cccc(Br)n2)cc(-c2ccco2)n1
2-amino-N-(6-bromo-2-pyridylmethyl)-6-(2-furyl)pyrimidine-4-carboxamide
[NH4+].[OH-]
NH4OH
OCCO
ethylene glycol
Nc1cccc(CNC(=O)c2cc(-c3ccco3)nc(N)n2)n1
title compound
수율 22.0%
Nc1cccc(CNC(=O)c2cc(-c3ccco3)nc(N)n2)n1
2-Amino-N-(6-amino-2-pyridylmethyl)-6-(2-furyl)pyrimidine-4-carboxamide
수율 22.0%

용매

반응 조건

온도
90°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도cooled
  2. 2
    추출extracted with EtOAc (2×25 mL)
  3. 3
    세척The combined organic phase was washed with brine (10 mL)
  4. 4
    건조dried (MgSO4)
  5. 5
    농축concentrated in vacuo
  6. 6
    기타purified by chromatography [SiO2; Hexane:EtOAc (1:4)-(0:1)]

실험 절차

A mixture of 2-amino-N-(6-bromo-2-pyridylmethyl)-6-(2-furyl)pyrimidine-4-carboxamide (350 mg, 0.93 mmol) and copper(I)oxide (6.7 mg, 0.046 mmol) in 4-M NH4OH in ethylene glycol (20.23 ml, 80.92 mmol) was heated in a sealed tube at 90° C. for 20 h, cooled, poured into water (100 mL) and extracted with EtOAc (2×25 mL). The combined organic phase was washed with brine (10 mL), dried (MgSO4), concentrated in vacuo and purified by chromatography [SiO2; Hexane:EtOAc (1:4)-(0:1)] to give the title compound (65 mg, 22%) as a cream solid.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07875600B2uspto-grants-2011_01