HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279535Generated: October 30, 2026
Methanol → (R)-tert-butyl 3-amino-3-(3-fluoro-4-(trifluoromethyl)phenyl)propylcarbamate
https://huagongshe.com/reaction/2279535
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | (R)-tert-butyl 3-(1,3-dioxoisoindolin-2-yl)-3-(3-fluoro-4-(trifluoromethyl)phenyl)propylcarbamate | HCID 68294223 | — |
| Solvent | Water | HCID 962 | — |
| Product | (R)-tert-butyl 3-amino-3-(3-fluoro-4-(trifluoromethyl)phenyl)propylcarbamate | HCID 86705529 | 59.5% |
Reaction Steps
To a solution of 288 (0.350 g, 0.750 mmol) and MeOH:THF (6 mL, 1:1) was added hydrazine monohydrate (0.188 mL, 3.75 mmol) and the reaction was heated to 50° C. for 4 d. The reaction was then poured into water, and extracted with DCM. The combined organic extracts were dried (MgSO4), filtered, and concentrated in vacuo. The crude product was purified by SiO2 chromatography eluting with DCM/MeOH (500:20) to afford 0.150 g (59.4%) of (R)-tert-butyl 3-amino-3-(3-fluoro-4-(trifluoromethyl)phenyl)propylcarbamate (290).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09133187B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-ce09d9c392504c45bb5e23f0e05a1984 |
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| Source note | uspto-grants-2015_09 |
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