반응 #1359657

반응 방정식

Triphenylphosphine

potassium carbonate

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

2,4,6-trimethylphenylboronic acid

→

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

수율 26.8%

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 (10 mg, 0.032 mmol) dissolved in 2 ml N,N-Dimethylacetamide in a 20 ml vial, 2,4,6-trimethylphenylboronic acid (21 mg, 0.128 mmol) dissolved in 1 ml ethanol and potassium carbonate (6.4 mg, 0.06 mmol) dissolved in 1 ml water were added. Triphenylphosphine (1 mg, 0.0038 mmol) and tris(dibenzylideneacetone) dipalladium (0) (1 mg, 1.09 umol) were added to the mixture. The mixture was reflux overnight. The crude product was filtered and purified by preparative HPLC. 3 mg [5-Methyl-7-(2,4,6-trimethyl-phenyl)-benzo[1,2,4]triazin-3-yl]-phenyl-amine was isolated. Yield: 26.8%; ESI-MS: [M+H]+, 355; 1H NMR (CDCl3): δ 2.06 (s, 6 H), 2.36 (s, 3 H), 2.72 (s, 3 H), 6.99 (s, 2 H), 7.17 (m, 1 H), 7.45 (m, 2 H), 7.57 (m, 1 H), 7.89 (d, J=1.36 Hz, 1 H), 7.94(d, J=8.76 Hz, 2 H).

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