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Cyclopropanemethanamine → 5-(4-Methyl-5-trifluoromethyl-isoxazol-3-yl)-thiophene-2-carboxylic acid cyclopropylmethyl-amide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Cyclopropanemethanamine | HCID 75646 | — |
| 反応物 | 5-(4-Methyl-5-trifluoromethyl-isoxazol-3-yl)-thiophene-2-carboxylic acid | HCID 25210997 | — |
| 生成物 | 5-(4-Methyl-5-trifluoromethyl-isoxazol-3-yl)-thiophene-2-carboxylic acid cyclopropylmethyl-amide | HCID 25211096 | 67% |
反応手順
Prepared from 5-(4-Methyl-5-trifluoromethyl-isoxazol-3-yl)-thiophene-2-carboxylic acid and cyclopropylmethylamine by the method described in Example 2 Method B. The reaction mixture was evaporated in vacuo, triturated and filtered with the aid of water, then washed with an aqueous 1 N hydrochloric acid solution followed by water. The crude solid was then triturated with a 25% EtOAc/hexanes solution (3×1 mL) and air dried to afford product as a colorless solid (110 mg, 67%). 1H NMR (CDCl3) 0.27-0.32 (m, 2H), 0.55-0.61 (m, 2H), 1.03-1.12 (m, 1H), 2.37 (d, J=0.9, 3H), 3.31 (d, J=5.7, 1H), 3.33 (d, J=5.7, 1H), 6.23 (br s, 1H), 7.50 (d, J=4.0, 1H), 7.56 (d, J=4.0, 1H). 19F NMR −63.1. LC/MS 6.5 min, [M+1]+ 331.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09029397B2 |
| 出典データセット | uspto-grants-2015_05 |
| ORD ID | ord-be7aeb6ee50444209b8cbc771ed8e22d |
| 出典メモ | uspto-grants-2015_05 |