Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | HCID 68614230 | HCID 68614230 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Product | HCID 25027771 | HCID 25027771 | — |
Reaction Steps
To a degassed solution of 31.2 mmol of 5-bromo-5′,6′-dihydro-3H-spiro[2-benzofuran-1,7′-pyrrolo[1,2-c]imidazole]] in 90 ml of N,N-dimethylformamide are added 62.4 mmol of zinc(II) cyanide and 1.25 mmol of [1,1′-bis(diphenylphosphino)ferrocene]-dichloro palladium. The mixture is heated at 120° C. for 16 h. The mixture is poured into ice water and extracted with ethyl acetate. The combined organics are dried over magnesium sulfate, filtered and concentrated under reduced pressure. The resulting residue is purified by flash chromatography (SiO2 60 F) followed by crystallization from diethyl ether to afford the title compound as a beige solid. Rf=0.33 (dichloromethane-2M ammonia in ethanol 95:5); Rt=4.62 (gradient II).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08324235B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-4f1a941ad8704d0a80da6dfcb50b556d |
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| Source note | uspto-grants-2012_12 |
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