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 (1.71 g, 8.81 mmol) and ethylenediamine (1.18 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 in DCM and successively washed with NaHCO3. The aq. layer was back extracted with DCM (3 times) and the combined org. layers were concentrated to afford the title intermediate as a pale yellow oil (0.98 g, 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-973d97214c57474cac618b88ec5152b3 |
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| Source note | uspto-grants-2012_02 |
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