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Diisopropylethylamine → 3-Chloro-5-({7-[(2E)-4-(dimethylamino)but-2-enoyl]-5,6,7,8-tetrahydropyrido[4',3':4,5]thieno[2,3-d]pyrimidin-4-yl}amino)phenol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| 反応物 | (2E)-4-(Dimethylamino)-2-butenoic acid hydrochloride | HCID 45358758 | — |
| 反応物 | 3-Chloro-5-(5,6,7,8-tetrahydropyrido[4',3':4,5]thieno[2,3-d]pyrimidin-4-ylamino)phenol hydrochloride | HCID 66850088 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 3-Chloro-5-({7-[(2E)-4-(dimethylamino)but-2-enoyl]-5,6,7,8-tetrahydropyrido[4',3':4,5]thieno[2,3-d]pyrimidin-4-yl}amino)phenol | HCID 25221095 | — |
反応手順
A solution of 3-chloro-5-(5,6,7,8-tetrahydropyrido[4′,3′:4,5]thieno[2,3-d]pyrimidin-4-ylamino)phenol hydrochloride from Example 65A (150 mg, 0.41 mmol) and (2E)-4-(dimethylamino)but-2-enoic acid hydrochloride from Example 1A (94 mg, 0.57 mmol) in a mixture of DMF (2 mL) and THF (4 mL) was treated with DIPEA (263 mg, 2.03 mmol) and TBTU (197 mg, 0.61 mmol). The mixture was stirred at rt overnight and then directly purified by preparative HPLC. The product was triturated with tert-butyl methyl ether and collected by suction filtration to yield 52 mg (29%) as tan crystals.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08524722B2 |
| 出典データセット | uspto-grants-2013_09 |
| ORD ID | ord-21a6aa94de7b4143a81a33361377c006 |
| 出典メモ | uspto-grants-2013_09 |