Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylacetamide | HCID 31374 | — |
| Reactant | 1,4-Dioxa-8-azaspiro(4.5)decane | HCID 67435 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 57531455 | HCID 57531455 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57531473 | HCID 57531473 | — |
Reaction Steps
To a vial containing [4-chloro-2-(2,6-diethyl-phenyl)-6-methyl-pyrimidin-5-ylmethyl]-methyl-(1S)-(1,2,3,4-tetrahydro-naphthalen-1-yl)-amine (1.0 mL of a 0.2M DMA solution, 0.2 mmol) is added 1,4-dioxa-8-azaspiro(4,5)decane (1.0 ml of a 1.0M DMA solution, 5.0 eq.) and the resulting solution is vortex heated at 85° C. for 12 h. Once the reaction has cooled to room temperature, EtOAc (1.0 mL) and sat NaHCO3 (1.0 mL) is added and the organic layer is plated directly onto a SiO2 preparatory chromatography plate and the product is eluted using hexanes:Et2O 1:1, which affords the title compound as a colorless oil. [mass expected (540.74); mass found (540.43)].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08129395B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-cee70841eef5440196e122300ae2dd1b |
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| Source note | uspto-grants-2012_03 |
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