HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 58547443, compound → HCID 58547620, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 58547443 | HCID 58547443 | — |
| Reactant | HCID 178418255 | HCID 178418255 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Catalyst | Nickel(II) acetylacetonate | HCID 9834912 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58547620 | HCID 58547620 | 78% |
Reaction Steps
To a solution of 3-(2-fluoro-pyridin-3-yl)-azetidine-1-carboxylic acid tert-butyl ester (25) (200 mg, 0.80 mmol), Ni(acac)2 (20 mg, 0.08 mmol), DPPF (32 mg, 0.08 mmol) in THF (10 mL) was added PhMgBr (1 M, 0.8 mL, 0.80 mmol). The resulting mixture was heated to reflux overnight under N2 atmosphere. TLC showed that the staring material was consumed completely. The solution was filtered and the filtrate was concentrated to give the residue, The crude compound was purified by column chromatography on silica gel to give the product 3compound (27) (180 mg, yield 78%) as solid. ESI-MS (M+1): 311 calc. for C19H22N2O2 310.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08957073B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-9d8bc19c356e442c8d03a711baa0bd53 |
| Source note | uspto-grants-2015_02 |