HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → HCID 12146855, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2,4-Difluorobenzenesulfonyl Chloride | HCID 2734273 | — |
| Reactant | 1,1-Dimethylethyl N-[2-(1H-pyrrolo[3,2-b]pyridin-3-yl)ethyl]carbamate | HCID 11448377 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 12146855 | HCID 12146855 | — |
Reaction Steps
A mixture of Boc-4-azatryptamine (1.1 eq.) and 2,4-difluorobenzenesulfonyl chloride (1.0 eq.) in THF at room temperature is treated portionwise with solid potassium t-butoxide (1.2 eq), stirred at room temperature for 16 h, poured into saturated NaHCO3 and extracted with EtOAc. The combined extracts are dried over MgSO4 and concentrated in vacuo to give a residue. Purification of this residue by chromatography (silica gel, EtOAc/hexanes as eluent) affords the title carbamate compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07585876B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-8bed8934355048c3a9d5d880708696d7 |
| Source note | uspto-grants-2009_09 |