HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → 1-Boc-4-[3-[(2-fluoro-pyridine-3-carbonyl)-amino]-5-trifluoromethyl-phenoxy}-piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Ethyl acetate hexane | HCID 21226206 | — |
| Reactant | 1-Boc-4-(3-amino-5-trifluoromethyl-phenoxy)piperidine | HCID 21959419 | — |
| Reactant | 2-Fluoropyridine-3-carbonyl chloride | HCID 21959582 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-Boc-4-[3-[(2-fluoro-pyridine-3-carbonyl)-amino]-5-trifluoromethyl-phenoxy}-piperidine | HCID 21959521 | — |
Reaction Steps
1-Boc-4-(3-amino-5-trifluoromethyl-phenoxy)-piperidine (4.37 g) was dissolved in CH2Cl2 (100 ml) and NaHCO3 (2.4 g, Baker) was added. 2-Fluoropyridine-3-carbonyl chloride (2.12 g) was added an the reaction was stirred at RT for 2.5 h. The reaction was filtered and concentrated in vacuo to yield a yellow foam. (30%) EtOAc/Hexane was added and 1-Boc-4-{3-[(2-fluoro-pyridine-3-carbonyl)-amino]-5-trifluoromethyl-phenoxy}-piperidine precipitated as an off white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08058445B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-1f465bf45f514b148dd39c70604d2ed7 |
| Source note | uspto-grants-2011_11 |