Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylenediamine | HCID 3301 | — |
| Reactant | 8-Chloro-2-methoxy-1,5-naphthyridine | HCID 22244395 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68601740 | HCID 68601740 | 51% |
Reaction Steps
A mixture of 8-chloro-2-methoxy-[1,5]naphthyridine (commercial; 1.7 g, 8.80 mmol) and ethane-1,2-diamine (1.2 mL, 2 eq.) was heated slowly to 80° C. over 1 h and subsequently up to 100° C. for 2 h. After cooling to rt, the yellow solution was taken up in DCM and successively washed with sat. aq. NaHCO3. The org. layer was concentrated under reduced pressure to afford the title intermediate as a pale yellow oil (981 mg, 51% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08114867B2 |
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| Source dataset | uspto-grants-2012_02 |
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| ORD ID | ord-806e442c4a434d4698c807bbab7c71bb |
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| Source note | uspto-grants-2012_02 |
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