HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1405925Generated: October 31, 2026
Sodium Carbonate Decahydrate → HCID 66749464, compound
https://huagongshe.com/reaction/1405925
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate Decahydrate | HCID 151402 | — |
| Reactant | 2-Amino-3-bromopyridine | HCID 817700 | — |
| Reactant | HCID 24778108 | HCID 24778108 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 66749464 | HCID 66749464 | 47.3% |
Reaction Steps
Tetrakis(triphenylphosphine)palladium(0) (57.7 mg) was added to a suspension of 3-bromopyridin-2-amine (432 mg), 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine (1016 mg) and sodium carbonate decahydrate (1429 mg) in DME (10 mL) and water (2 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). The filtrate was concentrated and the residue was purified by column chromatography (silica gel, eluted with EtOAc in hexane) to give the title compound (397 mg) as a brown solid.
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-1fd07274d6b0423a9c323d562b4450a5 |
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| Source note | uspto-grants-2014_12 |
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