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Methyl 4-Formylbenzoate → 4-(1-Ethyl-5-trifluoromethanesulfonyl-1H-benzoimidazol-2-yl)-benzoic acid methyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methyl 4-Formylbenzoate | HCID 15294 | — |
| 反応物 | N1-ethyl-4-trifluoromethanesulfonylbenzene-1,2-diamine | HCID 703518 | — |
| 溶媒 | 1-Pentanol | HCID 6276 | — |
| 生成物 | 4-(1-Ethyl-5-trifluoromethanesulfonyl-1H-benzoimidazol-2-yl)-benzoic acid methyl ester | HCID 9953476 | — |
反応手順
N1-Ethyl-4-trifluoromethanesulfonyl-benzene-1,2-diamine (134 mg, 0.50 mmol) and methyl 4-formylbenzoate (82 mg, 1.1 equiv) were dissolved in 0.8 mL dry pentanol and heated to reflux for 18 h. The reaction mixture was then evaporated to one-third volume by blowing with a stream of nitrogen while heating. Upon cooling, the solids were collected and washed with ether to yield 155 mg upon drying. The solids may be recrystallized from EtOAc/ether to yield pure ester 35: 1HNMR (400 MHz, d6-DMSO) δ 8.48 (d, J=1.65 Hz, 1H), 8.19 (m, 3H), 8.01 (m, 3H), 4.45 (q, J=7.24 Hz, 2H), 3.92 (s, 3H), 1.36 (t, J=7.22 Hz, 3H); LCMS-APCI in/z 413 [M+1]+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06596772B1 |
| 出典データセット | uspto-grants-2003_07 |
| ORD ID | ord-e80552a49e984ee0be17694fd5fb142c |
| 出典メモ | uspto-grants-2003_07 |