関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 5-Iodo-1,2,3-trimethoxybenzene | HCID 298133 | — |
| 反応物 | 2-isopropoxy-3-methoxy-6-(prop-1-ynyl)-N-trifluoroacetylaniline | HCID 86637656 | — |
| 生成物 | 7-isopropoxy-6-Methoxy-2-methyl-3-(3,4,5-trimethoxybenzoyl)-1H-indole | HCID 67286718 | 64% |
反応手順
A mixture of the product of Step C (0.171 g; 0.54 mmol), 3,4,5-trimethoxyphenyl iodide (0.191 g; 0.65 mmol), Cl2Pd(PPh3)2 (0.044 g; 0.063 mmol); dry K2CO3 (0.23 g; 1.62 mmol in anhydrous DMF (5 ml) was degassed under reduced pressure and saturated with CO gas. The resulting mixture was vigorously stirred overnight at room temperature under CO balloon, then diluted to 50 ml with ethyl acetate and washed with water (3×15 ml), brine and dried over anhydrous MgSO4, filtered off and filtrate evaporated to dryness. The residue was purified by flash column chromatography (SiO2 CH2Cl2/ethyl acetate, 9:1) to give the title compound (0.143 g; 64% yield) as a yellow solid. 1H-NMR (CDCl3) 1.27 (d, 6H, J=6.14 Hz); 2.51 (s, 3H); 3.79 (s, 6H); 3.85 (s, 3H); 3.90 (s, 3H); 4.69 (m, 1H, J=6.14 Hz): 6.76 (d, 1H, J=8.75 Hz); 7.04 (s, 2H); 7.11 (d, 1H, J=8.75 Hz); 8.83 (broad m, 1H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08198466B2 |
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| 出典データセット | uspto-grants-2012_06 |
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| ORD ID | ord-1bd161adf2334851bd68e86ec6efacc3 |
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| 出典メモ | uspto-grants-2012_06 |
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