HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86623344, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-((Tert-butyldimethylsilyl)oxy)aniline | HCID 11715553 | — |
| Reactant | 2,4-Dichloro-5-nitropyridine | HCID 12275765 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86623344 | HCID 86623344 | 95% |
Reaction Steps
The product from Example 1, Step 3 (20.0 g, 104 mmol) and triethylamine (17.4 mL, 125 mmol) were dissolved in THF (200 mL) and a solution of 4-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}aniline (25.0 g, 113 mmol) in THF (50 mL) was added and the mixture was allowed to stir at rt overnight. The reaction mixture was poured into water and extracted with EtOAc. The combined organic phases were washed with brine, dried (MgSO4), filtered and the filtrate was concentrated to give the title compound (37.5 g, 95%) as a yellow oil. MS (ES+) m/e 381 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07547779B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-ba26645cdfd74dd4a83fc210d02e8c36 |
| Source note | uspto-grants-2009_06 |