HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 49572Generated: October 28, 2026
2,5-Dibromopyridine → N-(3-{5-[3-(Formamido)prop-1-ynyl]pyridin-2-yl}prop-2-ynyl)formamide
https://huagongshe.com/reaction/49572
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2,5-Dibromopyridine | HCID 69353 | — |
| Reactant | 14502-66-0 | HCID 9855445 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Diisopropylamine | HCID 7912 | — |
| Product | N-(3-{5-[3-(Formamido)prop-1-ynyl]pyridin-2-yl}prop-2-ynyl)formamide | HCID 11413798 | 93.7% |
Reaction Steps
A mixture of 2,5-dibromopyridine (100 g), N-formylpropargylamine (87.7 g), PdCl2(PPh3)2 (2.96 g), and CuI (0.2 g) in diisopropylamine (3 L) was heated at 70° C. for 6 h under a nitrogen atmosphere. The mixture was cooled to 20-22° C. and filtered. The cake was dried and then slurried in water (3 L) at 0-5° C. for 3 h. The slurry was filtered, and the cake was dried to afford 95.4 g of the title compound 9-1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06706885B2 |
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| Source dataset | uspto-grants-2004_03 |
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| ORD ID | ord-b6477a3ab4f04f7c91bc20db956d3175 |
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| Source note | uspto-grants-2004_03 |
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