HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 386408Generated: October 30, 2026
Dichloromethane → 2-Chloro-7-iodo-5H-pyrrolo[2,3-b]pyrazine
https://huagongshe.com/reaction/386408
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Iodine chloride | HCID 24640 | — |
| Reactant | 2-Chloro-5H-pyrrolo[2,3-B]pyrazine | HCID 45789638 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 2-Chloro-7-iodo-5H-pyrrolo[2,3-b]pyrazine | HCID 53627690 | 75% |
Reaction Steps
A 1M solution of iodine chloride in dichloromethane (4 ml, 4 mmol) was added dropwise to an ice-cold solution of 2-chloro-5H-pyrrolo[2,3-b]pyrazine (4) in N-methylpyrrolidone (residual from previous step) and pyridine (5 ml). The reaction mixture was stirred for 60 minutes at 0° C. and then was concentrated in vacuo. The residue was purified by flash chromatography, using as eluent pentane/EtOAc 0% to 50%, to give the title compound (820 mg, 75% over two steps). 1H NMR (DMSO-d6) 8.2 (1H, s), 8.4 (1H, s). MS (ES+): 280
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08372835B2 |
|---|
| Source dataset | uspto-grants-2013_02 |
|---|
| ORD ID | ord-e163a31e3dd94cdaacbd12802624c337 |
|---|
| Source note | uspto-grants-2013_02 |
|---|