HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1'-(5-iodo-1H-benzimidazol-2-yl)spiro[isobenzofuran-1,4'-piperidin]-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3H-spiro(isobenzofuran-1,4'-piperidin)-3-one | HCID 9834255 | — |
| Reactant | chloro-5-iodo-1H-benzimidazole | HCID 22325322 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 1'-(5-iodo-1H-benzimidazol-2-yl)spiro[isobenzofuran-1,4'-piperidin]-3-one | HCID 178519032 | — |
Reaction Steps
Heat a solution of 2 chloro-5-iodo-1H-benzimidazole (3.0 g, 10.7 mmol) and spiro[isobenzofuran-1,4′-piperidin]-3-one (2.63 g, 12.9 mmol) in dry NMP (15 mL) at 100° C. for 14 hours. Pour the cooled mixture into water (50 mL) and extract twice with EtOAc (50 mL). Wash the combined extracts with brine (30 mL), dry, and evaporate in vacuo. Purify by flash column chromatography (50% EtOAc-hexane) to obtain 1′-(5-iodo-1H-benzimidazol-2-yl)-spiro[isobenzofuran-1,4′-piperidin]-3-one as a beige solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06566367B2 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-731be577f5434a21920bcaaf3d1a817d |
| Source note | uspto-grants-2003_05 |