HuagongsheHuagongshe Chemistry Print Report · For research reference only
(6-Methoxy-4-iodo-pyridin-3-yl)-carbamic acid tert-butyl ester → 4-Iodo-6-methoxypyridin-3-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (6-Methoxy-4-iodo-pyridin-3-yl)-carbamic acid tert-butyl ester | HCID 58266614 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | 4-Iodo-6-methoxypyridin-3-amine | HCID 11021287 | 78.4% |
Reaction Steps
A solution of (6-methoxy-4-iodo-pyridin-3-yl)-carbamic acid tert-butyl ester (18 g, 51 mmol) in DCM (50 mL) and TFA (50 mL) was stirred at ambient temperature for 1 h and then evaporated in vacuo. The resultant residue was treated with saturated aqueous sodium hydrogen carbonate solution (25 mL), diluted with water (100 mL) and extracted into ethyl acetate (2×100 mL). The organic layer was separated, dried over sodium sulfate, filtered and evaporated in vacuo to afford the title compound as a brown foam (10 g, 60%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09216980B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-0198eecc313d4e1c867ea5a3bcab56de |
| Source note | uspto-grants-2015_12 |