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4'-Hydroxypropiophenone → Dibutyl-{3-[4-(3,8-dimethyl-imidazo[1,2-a]pyridin-2-yl)-phenoxy]-propyl}-amine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4'-Hydroxypropiophenone | HCID 6271 | — |
| 反応物 | 1-Bromo-3-chloropropane | HCID 8006 | — |
| 反応物 | Dibutylamine | HCID 8148 | — |
| 反応物 | 2-Amino-3-methylpyridine | HCID 15347 | — |
| 反応物 | Bromine | HCID 24408 | — |
| 生成物 | Dibutyl-{3-[4-(3,8-dimethyl-imidazo[1,2-a]pyridin-2-yl)-phenoxy]-propyl}-amine | HCID 10179589 | 62% |
反応手順
p-Hydroxypropiophenone (50 g, 0.33 mmol) was reacted with 1-bromo-3-chloropropane and the resulting compound reacted with bromine as described in Example 1. The resulting compound was reacted with 3-methyl-2-aminopyridine (1.7 g, 16 mmol) and the product reacted with dibutylamine as described in Example 1 to produce 2.4 g. (62% yield) of the title compound as the HCl salt, mp 202° C. to 204° C. IR(KBr): 3420, 2620, 1650 1605cm-1. MS: 408 (M+). 1H NMR (CD3OD): δ8.58 (d, J=6.5 Hz, 1H), 7.85-7.71 (m, 3H), 7.48 (t, J=6.7 Hz, 1H), 7.22 (d, J=8.7 Hz, 2H), 4.26 (t, J=5.8 Hz, 2H), 3.52-3.16 (m, 6H), 2.75 (s, 3H), 2.73 (s, 3H), 2.33 (m, 2H), 1.87-1.36 (m, 8H), 1.02 (m, 6H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04727145 |
| 出典データセット | uspto-grants-1988_02 |
| ORD ID | ord-9efe203deaa442a39739846cd4aff0b2 |
| 出典メモ | uspto-grants-1988_02 |