HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Pyridinemethanamine → HCID 59487297, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Pyridinemethanamine | HCID 19509 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 67133585 | HCID 67133585 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | HCID 59487297 | HCID 59487297 | 46% |
Reaction Steps
520 mg (2.74 mmol) of EDC hydrochloride, 250 mg (1.64 mmol) of HOBT, 0.9 ml (5.48 mmol) of DIPEA and 180 mg (1.64 mmol) of pyridin-2-yl-methanamine were added in succession to a solution of 400 mg (1.37 mmol) of 2-(3-(4-fluorophenyl)-propylthio)nicotinic acid in DCM (6 ml), and the mixture was stirred for 4 h at RT. Dilution with water (40 ml) and extraction with DCM (3×50 ml) were then carried out. The combined organic phases were washed with a sat. NH4Cl sol. and water, dried over Na2SO4, filtered and concentrated in vacuo. CC (hexane/EA 22:3) of the residue yielded 240 mg (0.63 mmol, 46%) of 2-[3-(4-fluorophenyl)-propylsulfanyl]-N-(pyridin-2-yl-methyl)-pyridine-3-carboxylic acid amide. MS: m/z 382.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178684B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-a43110cb7f5a4179ac3333c1f1e07595 |
| Source note | uspto-grants-2012_05 |