Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Butyronitrile | HCID 8008 | — |
| Reactant | HCID 11486612 | HCID 11486612 | — |
| Catalyst | Cuprous chloride | HCID 62652 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 20583359 | HCID 20583359 | — |
Reaction Steps
To 6,7-dimethoxy-N2-(4-phenyl-piperidin-4-ylmethyl)-N2-methyl-quinazoline-2,4-diamine 11 (129.8 mg) was added CuCl (31.8 mg), butyronitrile (84 μl), and ethanol (1.0 ml). The reaction mixture was heated in a 90° C. block for one day. Additional CuCl (31.8 mg) and butyronitrile (84 μl) were added and the reaction heated for an additional day. This was chromatographed on silica gel to provide N2-[1-(1-imino-butyl)-4-phenyl-piperidin-4-ylmethyl]-6,7-dimethoxy-N2-methyl-quinazoline-2,4-diamine 17 as indicated by 1HNMR and MS: 477 ([M+H]+). This material was further purified by preparative HPLC to afford the corresponding trifluoroacetic acid salt.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06559153B2 |
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| Source dataset | uspto-grants-2003_05 |
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| ORD ID | ord-4b9b4ca2e6fc42a28021f0e1ec0b3d3d |
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| Source note | uspto-grants-2003_05 |
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