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tert-Butyl piperazine-1-carboxylate → tert-Butyl 4-{2-[(3,5-dimethoxybenzyl)sulfonyl]thieno[3,2-c]pyridin-4-yl}piperazine-1-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| 反応物 | 3,5-Dimethoxybenzyl Bromide | HCID 1274490 | — |
| 反応物 | Lithium 4-chlorothieno[3,2-c]pyridine-2-sulfinate | HCID 86591057 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | tert-Butyl 4-{2-[(3,5-dimethoxybenzyl)sulfonyl]thieno[3,2-c]pyridin-4-yl}piperazine-1-carboxylate | HCID 67157767 | — |
反応手順
Lithium 4-chlorothieno[3,2-c]pyridine-2-sulfinate (0.44 mmol) was treated with 3,5-dimethoxybenzylbromide (0.59 mmol) as described in Method P above and then reacted further with tert-butyl-piperazine-1-carboxylate as described in Method Q. Yield 0.02 g (10% over two steps). Beige solid. 1H NMR (300 MHz, CDCl3) δ 8.14-8.18 (m, 1H), 7.55 (s, 1H), 6.40-6.45 (m, 1H), 6.26-6.34 (m, 2H), 4.39 (s, 2H), 3.54-3.72 (m, 14H), 1.50 (s, 9H); MS (ESI+) for C25H31N3O6S2 m/z 534 (M+H)+. HPLC 69%, RT 1.99 min (YMC ODS AQ, 33×3 mm, 10-90% acetonitrile in 3 min).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07943639B2 |
| 出典データセット | uspto-grants-2011_05 |
| ORD ID | ord-2b71d6e9c29d40809b7654d59228011e |
| 出典メモ | uspto-grants-2011_05 |