HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1405787Generated: October 31, 2026
Sodium Carbonate Decahydrate → 3-(6-Methoxynaphthalen-2-yl)pyridin-2-amine
https://huagongshe.com/reaction/1405787
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate Decahydrate | HCID 151402 | — |
| Reactant | 2-Amino-3-bromopyridine | HCID 817700 | — |
| Reactant | 6-Methoxy-2-naphthaleneboronic acid | HCID 4641692 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 3-(6-Methoxynaphthalen-2-yl)pyridin-2-amine | HCID 65550144 | 115.6% |
Reaction Steps
Tetrakis(triphenylphosphine)palladium(0) (95 mg) was added to a suspension of 3-bromopyridin-2-amine (713.7 mg), 6-methoxynaphthalen-2-ylboronic acid (1000 mg) and sodium carbonate decahydrate (2361 mg) in DME (15 mL) and water (3 mL) and the mixture was stirred at 80° C. under nitrogen for 3 hr and at 70° C. overnight. Activated carbon was added and the insoluble solid was removed by filtration through NH-silica gel/Celite pad (eluted with EtOAc) and the volatiles were removed in vacuo to give the title compound (1194 mg) as a crude orange solid. This product was subjected to the next reaction without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08916551B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-34394939926c4b019ae2340cca11ad75 |
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| Source note | uspto-grants-2014_12 |
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