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Toluene → Ethyl 6-(4-isopropylthiazol-2-ylamino)-4-phenoxynicotinate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Toluene | HCID 1140 | — |
| 反応物 | Potassium Phosphate, Tribasic | HCID 62657 | — |
| 反応物 | 4-(Propan-2-yl)-1,3-thiazol-2-amine | HCID 7064077 | — |
| 反応物 | Ethyl 6-chloro-4-phenoxynicotinate | HCID 54487232 | — |
| 触媒 | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| 触媒 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | Ethyl 6-(4-isopropylthiazol-2-ylamino)-4-phenoxynicotinate | HCID 24826427 | 82.5% |
反応手順
Using the method of Example 3, Step B, ethyl 6-chloro-4-phenoxynicotinate (4.296 g, 15.47 mmol), 4-isopropylthiazol-2-amine (2 g, 14.06 mmol), potassium phosphate (3.283 g, 15.47 mmol), tris(dibenzylideneacetone)dipalladium (0) (0.3219 g, 0.3516 mmol) and 4,5-bis(diphenylphosphino)-9,9-dimethyl-9H-xanthene (0.2238 g, 0.3867 mmol) were reacted in water (15 mL) and toluene (40 mL) to afford the desired product (4.447 g, 74.22% yield) as a yellow solid. 1H NMR (DMSO), 11.36 (s, 1H), 8.72 (s, 1H), 7.49 (m, 2H), 7.30 (m, 1H), 7.17 (m, 1H), 7.15 (m, 1H), 6.59 (m, 2H), 4.24 (q, 2H), 2.81 (m, 1H), 1.25 (t 3H), 1.15 (d, 6H); Mass spectrum (apci) m/z=384 (100) (M+H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08022222B2 |
| 出典データセット | uspto-grants-2011_09 |
| ORD ID | ord-f3f5208676ac4c7992cd47bf801ad103 |
| 出典メモ | uspto-grants-2011_09 |