HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 23577267, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Chloro-3-fluoropyridine | HCID 2782791 | — |
| Reactant | 4-Aminomethyl-1-N-Cbz-piperidine | HCID 21955499 | — |
| Solvent | 2-Methoxyethanol | HCID 8019 | — |
| Product | HCID 23577267 | HCID 23577267 | — |
Reaction Steps
A solution of 2-chloro-3-fluoropyridine (prepared in a manner similar to that described by W. J. Link, R. F. Borne and F. L. Setliff, J. Heterocyclic Chem. 4, 641–3, 1967) (131 mg 1 mmol), benzyl 4-(aminomethyl)-piperidine-1-carboxylate (EXAMPLE 13, STEP 1) (248 mg, 1 mol) and diisopropylethylamine (129 mg, 1 mmol) were heated to reflux in 2-methoxyethanol for 2 days under nitrogen. The reaction mixture was concentrated, partitioned between ethyl acetate and water, the organic layer washed with brine, dried over anhydrous sodium sulfate and solvent evaporated to give the crude product purified by chromatography on silica. M.S. (M+1): 344.3
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07217716B2 |
| Source dataset | uspto-grants-2007_05 |
| ORD ID | ord-ad875edf55dc4beda9197cd38e60dc28 |
| Source note | uspto-grants-2007_05 |