HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 4-Iodo-5-methylpyridin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | N-(2,4-dimethoxybenzyl)-4-iodo-5-methylpyridin-2-amine | HCID 66747638 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-Iodo-5-methylpyridin-2-amine | HCID 66747863 | 75% |
Reaction Steps
To a solution of N-(2,4-dimethoxybenzyl)-4-iodo-5-methylpyridin-2-amine (118 g, 310 mmol) in DCM (1900 mL) was added TFA (360 mL, 4830 mmol). The reaction mixture was allowed to stir at rt for 2 h and was then concentrated. The residue was dissolved in EtOAc and diluted with saturated aqueous NaHCO3. The mixture was extracted with EtOAc. The organic solutions were combined, washed with brine, dried over Na2SO4, filtered and concentrated to give 4-iodo-5-methylpyridin-2-amine (53 g, 75%) which was used in the next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08859768B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-53c9cc6ca31e48b7a5fe269bf9f6357e |
| Source note | uspto-grants-2014_10 |