Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Tert-butyl 4-aminobutanoate | HCID 7020335 | — |
| Reactant | N-(2,6-Dichloro-5-quinolinyl)-cyclohexaneacetamide | HCID 86012996 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 68810659 | HCID 68810659 | 73.3% |
Reaction Steps
To a stirred solution of N-(2,6-dichloro-5-quinolinyl)-cyclohexaneacetamide (Example 1 (a)) (200 mg), potassium carbonate (410 mg) and tetrabutylammonium bromide (2 mg) in N-methylpyrrolidinone (5 mL) was added 4-amino-butanoic acid 1,1-dimethylethyl ester (1 g). The mixture was heated at 130° C. for 72 hours after which it was cooled and poured into water. The mixture was extracted with dichloromethane (3×20 mL) and the combined extracts dried, filtered and evaporated. Purification (SiO2, ethyl acetate:isohexane 3:7 as eluant) gave the sub-title compound (200 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07408065B2 |
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| Source dataset | uspto-grants-2008_08 |
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| ORD ID | ord-db942da25ebb428cab7a56440e75832f |
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| Source note | uspto-grants-2008_08 |
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