HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846235Generated: November 2, 2026
Triphenylphosphine → HCID 89964282, compound
https://huagongshe.com/reaction/1846235
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | HCID 68559071 | HCID 68559071 | — |
| Reactant | HCID 89964062 | HCID 89964062 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | Tetraethylammonium chloride monohydrate | HCID 16211205 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 89964282 | HCID 89964282 | — |
Reaction Steps
tert-butyl 3-methylene-2,3-dihydro-1H-pyrrolo[3,2-b]pyridine-1-carboxylate. To a solution of tert-butyl allyl(2-bromopyridin-3-yl)carbamate (1 eq.) in DMF (0.2 M), PPh3 (0.25 eq.), Pd(OAc)2 (0.1 eq), and KOAc (5 eq.), is added, under an argon atmosphere, tetraethyl ammonium chloride hydrate (2 eq.). The flask is purged with argon for 15 min, and the resulting reaction mixture is stirred at 110° C. for 16 h. The reaction progress is monitored by TLC. The reaction mixture is diluted with EtOAc and saturated NaHCO3 solution. The organic layer is separated and dried over Na2SO4, and concentrated. The product that may be thus obtained is purified by column chromatography to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08952009B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-9c565f3a3a3646329a5e7a66f2aef4c7 |
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| Source note | uspto-grants-2015_02 |
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