Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | N,N'-Dimethylethylenediamine | HCID 8070 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 8-(2-Chloro-benzenesulfonyl)-2,8-diaza-spiro[4.5]decan-1-one | HCID 59577994 | — |
| Reactant | HCID 66787323 | HCID 66787323 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59577934 | HCID 59577934 | — |
Reaction Steps
A mixture of 8-(2-chloro-benzenesulfonyl)-2,8-diaza-spiro[4.5]decan-1-one (0.2 g), 1-cyclopropyl-methoxymethyl-4-iodo-benzene (0.351 g), N,N′-dimethylethylenediamine (0.107 g), K3PO4 (0.387 g) and CuI (0.174 g) in DMF (10 ml) under an argon atmosphere was stirred at 145° C. for five hours until conversion was complete. The reaction mixture was cooled to RT, taken up in AcOEt (120 ml) which was then washed twice with water (each 50 ml). The organic layer was dried over magnesium sulphate and the solvent was removed in vacuo. The residue was chromatographed on silica gel (AcOEt/Heptane, gradient from 0 to 25%,) to give the desired 8-(2-chloro-benzenesulfonyl)-2-(4-cyclopropylmethoxymethyl-phenyl)-2,8-diaza-spiro[4.5]decan-1-one (0.128 g) as a white solid. MS (ESI): 489.3 MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08329904B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-dd2b189a93ae4d8d85d03a7c5ef95a35 |
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| Source note | uspto-grants-2012_12 |
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