HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748484Generated: October 30, 2026
Potassium Phosphate, Tribasic → 1-(5-Chloropyridin-2-yl)pyrrole-3-carboxylic acid tert-butyl ester
https://huagongshe.com/reaction/1748484
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | N,N-Dimethylethylenediamine | HCID 66053 | — |
| Reactant | 2-Bromo-5-chloropyridine | HCID 817098 | — |
| Reactant | tert-butyl 1H-pyrrole-3-carboxylate | HCID 11171190 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1-(5-Chloropyridin-2-yl)pyrrole-3-carboxylic acid tert-butyl ester | HCID 86692447 | 90% |
Reaction Steps
N,N-dimethylethylenediamine (1.9 ml) was added to 1H-pyrrole-3-carboxylic acid tert-butyl ester (2.0 g) described in Reference Example 50, copper iodide (2.28 g), tripotassium phosphate (12.7 g) and 2-bromo-5-chloropyridine (2.78 g) in 1,4-dioxane (120 ml), and stirred at 120° C. for four hours. Water was added to the reaction solution, extracted with ethyl acetate, dried over anhydrous sodium sulfate and concentrated in vacuo. n-Hexane was added to the resulting residue and the precipitated solid was washed with n-hexane to give 1-(5-chloropyridin-2-yl)pyrrole-3-carboxylic acid tert-butyl ester (3.0 g) as a gray solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09150555B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-6b00bd18cc544d2088dd4f2625b5be44 |
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| Source note | uspto-grants-2015_10 |
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