HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1404538Generated: October 31, 2026
Hydrochloric Acid → (R)-1-{5-[5-Chloro-3-fluoro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-phenyl]-3-fluoro-pyridin-2-yl}-ethylamine
https://huagongshe.com/reaction/1404538
Participants
| Role | Name | HCID | Charge |
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| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | N-((R)-1-{5-[5-Chloro-3-fluoro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-phenyl]-3-fluoro-pyridin-2-yl}-ethyl)-acetamide | HCID 67979270 | — |
| Solvent | Water | HCID 962 | — |
| Product | (R)-1-{5-[5-Chloro-3-fluoro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-phenyl]-3-fluoro-pyridin-2-yl}-ethylamine | HCID 68484636 | — |
Reaction Steps
A suspension of N—((R)-1-{5-[5-chloro-3-fluoro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-phenyl]-3-fluoro-pyridin-2-yl}-ethyl)-acetamide (195 mg, 0.496 mmol, step A) in 2N HCl (2.5 ml, 5.00 mmol) was heated to 75° C. overnight. The colorless solution was cooled to room temperature, diluted with water and the pH was adjusted to 12 by addition of 1N NaOH. The mixture was then extracted three times with EtOAc and the combined organic layers were washed with brine (pH adjusted to 12 with 1N NaOH), dried with Na2SO4 and evaporated. The crude title compound (167 mg, 96%, light yellow gum) was used in the next reaction step without further purification. MS: 351.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08912221B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-024976ebaae44f90a5329c0c2f1a17e8 |
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| Source note | uspto-grants-2014_12 |
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