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HRID 425685Erstellt: 24. Oktober 2026
4-(Chloromethyl)-2-(propan-2-yl)-1,3-oxazole → 1'-[(2-isopropyl-1,3-oxazol-4-yl)methyl]spiro[furo[2,3-f][1,3]benzodioxole-7,3'-indol]-2'(1'H)-one
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Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 4-(Chloromethyl)-2-(propan-2-yl)-1,3-oxazole | HCID 2763291 | — |
| Edukt | 2-(Bromomethyl)-5-(trifluoromethyl)furan | HCID 2794605 | — |
| Edukt | spiro[furo[2,3-f][1,3]benzodioxole-7,3'-indol]-2'(1'H)-one | HCID 53375495 | — |
| Edukt | 4'-bromospiro[furo[2,3-f][1,3]benzodioxole-7,3'-indol]-2'(1H)-one | HCID 59263372 | — |
| Produkt | 1'-[(2-isopropyl-1,3-oxazol-4-yl)methyl]spiro[furo[2,3-f][1,3]benzodioxole-7,3'-indol]-2'(1'H)-one | HCID 59263332 | — |
Reaktionsschritte
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 4-chloromethyl-2-isopropyloxazole to replace 2-(bromomethyl)-5-(trifluoromethyl)furan, the title compound was obtained (22%) as a colorless solid: mp 118-120° C.; 1H NMR (300 MHz, DMSO-d6) δ 7.97 (s, 1H), 7.24 (t, 1H), 7.13 (d, 1H), 7.05 (d, 1H), 6.98 (t, 1H), 6.65 (s, 1H), 6.26 (s, 1H), 5.88 (d, 2H), 4.85 (d, 1H), 4.77 (d, 1H), 4.71-4.66 (m, 2H), 3.04-2.95 (m, 1H), 1.18 (dd, 6H); 13C NMR (75 MHz, DMSO-d6) δ 176.9, 169.1, 155.6, 148.7, 142.4, 142.2, 136.8, 135.2, 132.4, 129.2, 123.9, 123.4, 120.5, 109.9, 103.6, 101.9, 93.7, 79.9, 57.9, 36.2, 28.1, 20.7, 20.6; MS (ES+) m/z 405.2 (M+1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08106087B2 |
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| Quelldatensatz | uspto-grants-2012_01 |
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| ORD ID | ord-fecca6a691cd434286f56b2d5ad7dc9e |
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| Quellennotiz | uspto-grants-2012_01 |
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