HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 6-Chloro-2-iodothieno[2,3-b]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Trifluoromethanesulfonic acid | HCID 62406 | — |
| Reactant | N-Iodosuccinimide | HCID 120273 | — |
| Reactant | 6-Chlorothieno(2,3-b)pyridine | HCID 11636880 | — |
| Product | 6-Chloro-2-iodothieno[2,3-b]pyridine | HCID 89525104 | — |
Reaction Steps
To a flask charged with 6-Chlorothieno[2,3-b]pyridine (500 mg, 3.0 mmol) and a stir bar was added NIS (800 mg, 3.5 mmol) and Triflic acid (5 mL). The mixture was monitored by TLC and allowed to stir at RT for 4 hours. The reaction was poured into ice, neutralized with aqueous sodium carbonate, extracted with DCM, dried over sodium sulfate, concentrated and purified by flash chromatography (Hex: EtOAc gradient) to obtain the title product. LC-MS (IE, m/z): 296 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08999991B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-100a5771ee614374aeaf1418aaaf0527 |
| Source note | uspto-grants-2015_04 |