반응 #1359660

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Triphenylphosphine

potassium carbonate

(7-Bromo-5-methyl-benzo[1,2,4]triazin-3-yl)-phenyl-amine

2,6-dimethyl-phenylboronic acid

→

[7-(2,6-Dimethyl-phenyl)-5-methyl-benzo[1,2,4]triazin-3-yl]-phenyl-amine

수율 46.4%

용매

water

N,N-Dimethylacetamide

ethanol

반응 조건

후처리

1. 1
   workup.ADDITIONwere added
2. 2
   온도The mixture was reflux overnight
3. 3
   여과The crude product was filtered
4. 4
   기타purified by preparative HPLC

실험 절차

To a solution of (7-Bromo-5-methyl-benzo[1,2,4]triazin-3-yl)-phenyl-amine (60 mg, 0.19 mmol) dissolved in 3 ml N,N-Dimethylacetamide in a 20 ml vial, 2,6-dimethyl-phenylboronic acid (114 mg, 0.76 mmol) dissolved in 2 ml ethanol and potassium carbonate (31 mg, 0.3 mmol) dissolved in 1 ml water were added. Triphenylphosphine (4.5 mg, 0.0171 mmol) and tris(dibenzylideneacetone) dipalladium (0) (4.5 mg, 4.9 umol) were added to the mixture. The mixture was reflux overnight. The crude product was filtered and purified by preparative HPLC. 30 mg [7-(2,6-Dimethyl-phenyl)-5-methyl-benzo[1,2,4]triazin-3-yl]-phenyl-amine was isolated. Yield: 46%; ESI-MS: [M+H]+, 341; 1H NMR (DMSO-d6): δ 2.05 (s, 6 H), 2.67(s, 3H), 7.07(t, J=7.33 Hz, 1 H), 7.17–7.24 (m, 3 H), 7.41 (t, J=7.56 Hz, 2 H), 7.62 (d, J=1.49 Hz, 1 H), 7.93 (d, J=1.49 Hz, 1 H), 8.05 (d, J=7.72 Hz, 1H).

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