반응 #86405

반응 방정식

(6-chloro-pyrimidin-4-yl)-methyl-amine

2-nitro-phenylamine

Brettphos

tBuONa

→

title compound

수율 35.0%

N-Methyl-N′-(2-nitro-phenyl)-pyrimidine-4,6-diamine

수율 35.0%

용매

EtOAc

DME

반응 조건

후처리

1. 1
   농축The reaction was concentrated
2. 2
   기타the residue was purified by flash chromatography on silica eluting with DCM

실험 절차

A mixture of (6-chloro-pyrimidin-4-yl)-methyl-amine (1 g, 7 mmol), 2-nitro-phenylamine (965 mg, 7 mmol), Brettphos (279 g, 0.35 mmol) and tBuONa (2 g, 21 mmol) in DME (50 mL) was heated to 90° C. for 1 hour under nitrogen atmosphere. The reaction was concentrated, and the residue was purified by flash chromatography on silica eluting with DCM:EtOAc=10:1-4:1 to obtain the title compound (600 mg, yield: 35%) as a yellow solid. 1H NMR (400 MHz, CDCl3) δ 2.94 (d, 3H), 4.99 (bs, 1H), 5.82 (s, 1H), 7.04 (t, 1H), 7.60 (t, 1H), 8.21 (d, 1H), 8.33 (s, 1H), 8.75 (d, 1H), 9.91 (s, 1H); MS (ESI): 246 [M+H]+.

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