HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 2,5-Di-pyridin-3-yl-pyrrol-1-ylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | (2,5-Di-pyridin-3-yl-pyrrol-1-yl)-carbamic acid 2-trimethylsilanyl-ethyl ester | HCID 69946665 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2,5-Di-pyridin-3-yl-pyrrol-1-ylamine | HCID 18615469 | — |
Reaction Steps
(2,5-di-pyridin-3-yl-pyrrol-1-yl)-carbamic acid 2-trimethylsilanyl-ethyl ester (1 g, 2.6 mmol) is treated with a 1M solution of TBAF in THF (5.2 ml, 5.2 mmol). The resulting solution is stirred overnight under Ar at rt, then quenched with glacial acetic acid (0.3 ml, 5.2 mmol) and diluted with toluene. The resulting solution is passed through a short plug of silica gel and concentrated in vacuo to afford 2,5-Di-pyridin-3-yl-pyrrol-1-ylamine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06545108B1 |
| Source dataset | uspto-grants-2003_04 |
| ORD ID | ord-860bc28069ef455db48f07619e7c5e7c |
| Source note | uspto-grants-2003_04 |