HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1643265Generated: October 31, 2026
1-Hydroxybenzotriazole → (4R)-4-(4-fluoro-3-methylphenyl)-4-methoxy-N-(tetrahydro-2H-pyran-2-yloxy)butanamide
https://huagongshe.com/reaction/1643265
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | O-(Tetrahydropyran-2-yl)hydroxylamine | HCID 5142091 | — |
| Reactant | (R)-4-(4-Fluoro-3-methylphenyl)-4-methoxybutanoic acid | HCID 59568829 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (4R)-4-(4-fluoro-3-methylphenyl)-4-methoxy-N-(tetrahydro-2H-pyran-2-yloxy)butanamide | HCID 86647280 | — |
Reaction Steps
To a mixture of O-(tetrahydro-2H-pyran-2-yl)hydroxylamine (175 mg, 1.5 mmol), HOBt (810 mg, 6.0 mmol), NaHCO3 (1.0 g, 11.9 mmol) and the crude (R)-4-(4-fluoro-3-methylphenyl)-4-methoxybutanoic acid in 60 mL CH2Cl2 was added EDC.HCl (958 mg, 5.0 mmol). The mixture was stirred for 3 h at 25° C. The solvent was removed under reduced pressure and the product isolated by flash column chromatography, eluting with 10% to 60% Ethyl acetate/Hexane gradient solvent to give 208 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08119692B2 |
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| Source dataset | uspto-grants-2012_02 |
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| ORD ID | ord-2081bd4068574f2c91fef1ab69070180 |
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| Source note | uspto-grants-2012_02 |
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