Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | HCID 10359250 | HCID 10359250 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Chlorotrimethylsilane | HCID 6397 | — |
| Product | HCID 10449843 | HCID 10449843 | — |
Reaction Steps
38.1 mg (0.5679 mmol) potassium cyanide and 239 μl (1.704 mmol) triethylamine (dry; Fluka) in 6 ml dry DMF, 182 μl trimethylchlorosilane (Fluka) are added within 10 min to a solution of 100 mg (0.30 mmol) of 8-chloro-1-(2-chloro-phenyl)-1H-imidazo[4,5-c]quinoline 5-oxide (Example 71). The reaction mixture is stirred for 48 h at ca. 100-110° C. bath temperature. The cold solution is filtered, the solvent is evaporated. The residue is purified by chromatography on silica gel (CH2Cl2-methanol 9:1). The compound can be crystallized from CH2Cl2-hexane. mp: 248-250° C.; MS: 339 (M++1); HPLC: tret=13.19 min (Grad 1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07998972B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-939e6ffb0eaa45a09803e6cd3a743603 |
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| Source note | uspto-grants-2011_08 |
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