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HRID 54218作成日:2026年10月25日

3-(Dimethylaminomethyl)-7-azaindole → 3-(4-(Benzothiophen-2-yl)piperazin-1-yl)methyl-1H-pyrrolo[2,3-b]pyridine

https://huagongshe.com/reaction/54218

反応式

関与物質

役割名称HCID仕込み量
反応物3-(Dimethylaminomethyl)-7-azaindoleHCID 5383549—
反応物1-(Benzothiophen-2-yl)piperazineHCID 19064974—
生成物3-(4-(Benzothiophen-2-yl)piperazin-1-yl)methyl-1H-pyrrolo[2,3-b]pyridineHCID 1995851054%

反応手順

The title compound was prepared in an analogous manner to Example 6, Step 3 using 1-(benzothiophen-2-yl)piperazine (180 mg, 0.83 mmol) and 3-dimethylaminomethyl-1H-pyrrolo[2,3-b]pyridine (145 mg, 0.83 mmol). Recrystallisation from ethyl acetatehexane afforded the title compound (155 mg, 54%), m.p. 269° C. (dec.); (Found: C, 69.10; H, 5.85; N, 16.08. C20H20N4S requires C, 68.94; H, 5.79; N, 16.08%); δH (DMSO-d6) 2.55 (4H, t, J 5 Hz, 2×piperazinyl CH2), 3.18 (4H, t, J 5 Hz, 2×piperazinyl CH2), 3.70 (2H, s, indole-CH2N), 6.26 (1H, s, 3-H-benzothiophene), 7.04 (2H, m, 2×ArH), 7.19 (1H, m, ArH), 7.05 (2H, m, 2×ArH), 7.63 (1H, d, 8 Hz, ArH), 8.06 (1H, d, 8 Hz, ArH), 8.20 (1H, d, 3 Hz, ArH), and 11.46 (1H, br s, NH); m/z (CI+, NH3) 349 (M+1)+.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05622950
出典データセットuspto-grants-1997_04
ORD IDord-ea1fc869749a498198ce6750acdd2924
出典メモuspto-grants-1997_04