HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1038008Generated: October 27, 2026
Triethylamine → 1-Chloro-2-(2-fluoro-phenylethynyl)-4-nitro-benzene
https://huagongshe.com/reaction/1038008
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Chloro-2-iodo-4-nitrobenzene | HCID 312714 | — |
| Reactant | 1-Ethynyl-2-fluorobenzene | HCID 643358 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-Chloro-2-(2-fluoro-phenylethynyl)-4-nitro-benzene | HCID 57685680 | — |
Reaction Steps
Triethylamine (0.2 ml, 1.43 mmol) was added to a suspension of 1-Chloro-2-iodo-4-nitro-benzene 69 (Step 1) (100 mg, 0.354 mmol), 1-ethynyl-2-fluorobenzene (100 mg, 0.832 mmol), copper iodide (100 mg, 0.525 mmol), Pd(PPh3)2Cl2 (100 mg, 0.142 mmol) in dimethylformamide (2 ml) at room temperature, then stirred at 70° C. for 2 hours. Reaction was cooled to room temperature and extracted with ether (50 ml), washed with water (20 ml), dried (MgSO4), filtered and solvent evaporated yielding a residue which chromatographed on silica gel eluting with 20% v/v MeCl2/hexanes yielding title product 70 as pale yellow solid (80 mg, 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08546404B2 |
|---|
| Source dataset | uspto-grants-2013_10 |
|---|
| ORD ID | ord-328e6b54522445f9b3c7ee502477aaec |
|---|
| Source note | uspto-grants-2013_10 |
|---|