HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 347553Generated: October 29, 2026
Dichloromethane → HCID 21081808, compound
https://huagongshe.com/reaction/347553
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | N,N-Dimethylpropargylamine | HCID 81643 | — |
| Reactant | HCID 21081811 | HCID 21081811 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 21081808 | HCID 21081808 | 95% |
Reaction Steps
A stream of Ar was bubbled through a mixture of tert-butyl 4-(2-fluoro-4-nitrophenoxy)-3-iodo-1H-pyrrolo[2,3-b]pyridine-1-carboxylate (200 mg, 0.4 mmol), N,N-dimethylprop-2-yn-1-amine (66 mg, 0.8 mmol), Pd(dppf)2Cl2:CH2Cl2 (33 mg, 0.04 mmol), and CuI (20 mg) in triethylamine (0.4 mL) and THF (3 mL) for 5 min. The reaction mixture was heated in a sealed tube at 70° C. for 2 h and the solvent was removed in vacuo. The crude compound was purified by flash column chromatography (silica gel, 5% MeOH/EtOAc) to afford the desired product (170 mg, 95%) as a yellow oil. LC/MS(ESI+) m/z 455 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07173031B2 |
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| Source dataset | uspto-grants-2007_02 |
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| ORD ID | ord-3ef5547b5aaf436389e8b2d6ad615c53 |
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| Source note | uspto-grants-2007_02 |
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