HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712236Generated: October 29, 2026
Hydrochloric Acid → 1-(5-Bromopyrimidin-2-yl)-4-methylpiperidine-4-carboxylic acid
https://huagongshe.com/reaction/712236
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl 1-(5-bromopyrimidin-2-yl)-4-methylpiperidine-4-carboxylate | HCID 66977024 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | 1-(5-Bromopyrimidin-2-yl)-4-methylpiperidine-4-carboxylic acid | HCID 66977219 | 73.7% |
Reaction Steps
Ethyl 1-(5-bromopyrimidin-2-yl)-4-methylpiperidine-4-carboxylate (400 mg, 1.22 mmol) was stirred in dioxan (4 ml) and concentrated hydrochloric acid was added (2.8 ml). The reaction was stirred in a sealed tube at 100° C. for 5 h. LCMS indicated 90% conversion to the acid. The reaction was allowed to cool, diluted with a saturated aqueous solution of sodium hydrogen carbonate to adjust the pH to ˜5 at which point a solid precipitated. The solid was collected by filtration and dried to afford the desired product as a yellow solid (270 mg, 90% purity by LCMS) (77%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09181234B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-85d5b38bce2c4b8abd139b4f4ebe1eb9 |
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| Source note | uspto-grants-2015_11 |
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