Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | HCID 66559575 | HCID 66559575 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 10365007 | HCID 10365007 | 73.9% |
Reaction Steps
To a solution of formic acid 3-[2(R)-(3-chloro-4-methanesulfonyl-phenyl)-2-(pyrazin-2-ylcarbamoyl)-ethyl]-cyclopentyl ester (375 mg, 0.83 mmol) in methanol (50 mL) at 0° C. was bubbled ammonia gas for 15 min. The resulting reaction solution was stirred at 0° C. for 15 min. The solvent was removed in vacuo. Flash chromatography (Merck Silica gel 60, 70–230 mesh, 1–5% methanol/methylene chloride) afforded 2(R)-(3-chloro-4-methanesulfonyl-phenyl)-3-(3-hydroxy-cyclopentyl)-N-pyrazin-2-yl-propionamide (260 mg, 62.5%) as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07105671B2 |
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| Source dataset | uspto-grants-2006_09 |
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| ORD ID | ord-7bd2a77120ff403ea47832f9a26c8993 |
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| Source note | uspto-grants-2006_09 |
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