HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 22320676, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2-Aminopyridine | HCID 10439 | — |
| Reactant | 4-[N-(tert-butyl)-N-(tert-butyldimethylsilyloxy)amino]-benzoic acid | HCID 11370722 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22320676 | HCID 22320676 | 186.3% |
Reaction Steps
To a solution of 1.0 g (3.09 mmol) of compound 2 in CH2Cl2 (5 mL) were added 0.733 g (3.71 mmol) of 1-(3-dimethylamino)propyl-3-ethylcarbodiimide hydrochloride, 0.189 g (1.545 mmol) of 4-dimethylaminopyridine, and 0.438 g (4.63 mmol) of 2-aminopyridine. After stirring for 12 hours at room temperature, H2O and ethyl acetate were added. The organic layer was separated, washed with sat'd NaHCO3 solution, dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The residue was purified by flash column chromatography (silica, Hex:EtOAc=10:1) to give 2.3 g of compound 5 in 75% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06949654B2 |
| Source dataset | uspto-grants-2005_09 |
| ORD ID | ord-b2a3804706a747d49165e5217ab6ade2 |
| Source note | uspto-grants-2005_09 |