関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | (4'-(Trifluoromethyl)-[1,1'-biphenyl]-4-yl)methanol | HCID 22015014 | — |
| 反応物 | Potassium tert-butoxide | HCID 23665647 | — |
| 反応物 | Ethyl 1-(2'-fluoro-2,3'-bipyridin-6-yl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate | HCID 67158682 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 生成物 | Trifluoroacetic acid | HCID 6422 | — |
| 生成物 | 5-(Trifluoromethyl)-1-(2'-{[4'-(trifluoromethyl)biphenyl-4-yl]methoxy}-2,3'-bipyridin-6-yl)-1H-pyrazole-4-carboxylic acid | HCID 57825911 | — |
反応手順
To a vial were added successively KOtBu (15.0 mg, 0.13 mmol), [4′-(trifluoromethyl)biphenyl-4-yl]methanol (US Patent 2004209936) (36.0 mg, 0.14 mmol) and DMF (0.3 mL). After 5 min, the title compound from Example 237 Step A (20.0 mg, 0.05 mmol) was added. After 30 min, the reaction mixture was treated with NaOH (0.1 mL, 3 N aqueous, 0.3 mmol), MeOH (0.1 mL) and 1,4-dioxane (0.1 mL) at 50° C. for 20 min. Reverse phase HPLC using a YMC C-18 column (65 to 100% acetonitrile in water, each with 0.1% v/v TFA) gave the title compound: LCMS m/z 584.9 [M+H]+; 1H NMR (400 MHz, CDCl3) δ 8.44 (dd, J=7.6, 1.9 Hz, 1H), 8.31 (d, J=7.8 Hz, 1H), 8.27 (dd, J=4.9, 2.0 Hz, 1H), 8.20 (s, 1H), 7.94 (t, J=7.9 Hz, 1H), 7.69 (s, 4H), 7.62-7.53 (m, 5H), 7.10 (dd, J=7.5, 4.9 Hz, 1H), 5.63 (s, 2H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US08455638B2 |
|---|
| 出典データセット | uspto-grants-2013_06 |
|---|
| ORD ID | ord-fd2cadc9e3304ea8bc0ff72b943fc8a8 |
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| 出典メモ | uspto-grants-2013_06 |
|---|
