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3-(Chloromethyl)-1,2,4-oxadiazole → 1'-(1,2,4-oxadiazol-3-ylmethyl)spiro[furo[2,3-f][1,3]benzodioxole-7,3'-indol]-2'(1'H)-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3-(Chloromethyl)-1,2,4-oxadiazole | HCID 2735765 | — |
| 反応物 | 2-(Bromomethyl)-5-(trifluoromethyl)furan | HCID 2794605 | — |
| 反応物 | spiro[furo[2,3-f][1,3]benzodioxole-7,3'-indol]-2'(1'H)-one | HCID 53375495 | — |
| 反応物 | 4'-bromospiro[furo[2,3-f][1,3]benzodioxole-7,3'-indol]-2'(1H)-one | HCID 59263372 | — |
| 生成物 | 1'-(1,2,4-oxadiazol-3-ylmethyl)spiro[furo[2,3-f][1,3]benzodioxole-7,3'-indol]-2'(1'H)-one | HCID 59263482 | — |
反応手順
Following the procedure described in EXAMPLE 10.47, and making non-critical variations using spiro[furo[2,3-f][1,3]benzodioxole-7,3′-indol]-2′(1′H)-one to replace 4′-bromospiro[furo[2,3-f][1,3]benzodioxole-7,3′-indol]-2′(1′H)-one, and 3-(chloromethyl)-1,2,4-oxadiazole to replace 2-(bromomethyl)-5-(trifluoromethyl)furan, the title compound was obtained (36%)) as a colorless solid: mp 160-162° C.; 1H NMR (300 MHz, CDCl3) δ 7.39 (dt, 1H), 7.20-7.13 (m, 3H), 7.05 (d, 1H), 6.50 (s, 1H), 6.12 (s, 1H), 5.86 (dd, 2H), 4.78 (ABq, 2H), 4.68 (s, 2H); 13C NMR (75 MHz, CDCl3) δ 176.7, 156.0, 149.3, 142.5, 139.6, 131.6, 129.4, 124.8, 124.5, 118.4, 113.6, 108.7, 103.0, 101.7, 93.7, 80.3, 58.2, 29.7, 28.0; MS (ES+) m/z 365.2 (M+1).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07935721B2 |
| 出典データセット | uspto-grants-2011_05 |
| ORD ID | ord-9a0f9bf57fd34c428d3d4c4dc75a4408 |
| 出典メモ | uspto-grants-2011_05 |