Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium bis(trimethylsilyl)amide | HCID 3251421 | — |
| Reactant | 1,5-Naphthyridine-4-carboxaldehyde, 6-methoxy- | HCID 66523138 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67336886 | HCID 67336886 | — |
Reaction Steps
A suspension of 6-methoxy-[1,5]naphthyridine-4-carbaldehyde (2.0 g, 10.6 mmol, prepared according to WO 2006/032466) and intermediate 16.ii (4.5 g, 12.3 mmol) in 1,2-DME (60 ml) was cooled to −60° C. KHMDS (0.5M in THF, 42 ml, 20.9 mmol) was added dropwise over 1 h. The resulting black solution was allowed to reach rt over 2 h. It was diluted with water (40 ml) and EA (200 ml). The yield after work up and chromatography (Hex/EA 1:1) was 2.47 g (71%; yellow oil).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07999115B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-f516dc2e5fa14dbb8cd6e8bd0cad57c8 |
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| Source note | uspto-grants-2011_08 |
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