Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | HCID 59853082 | HCID 59853082 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 59852968 | HCID 59852968 | 50% |
Reaction Steps
A mixture of (3R,4R)-1-(3-(4-(2-fluoro-4-nitrophenoxy)pyridin-3-yl)prop-2-ynyl)-4-(pyrrolidin-1-yl)pyrrolidin-3-ol (35 mg, 0.082 mmol), DMF (1 mL), EtOH (1 mL) and H2O (1 mL) was treated with Fe powder (67 mg, 1.2 mmol, 2.4 mmol) and heated at 100° C. for 45 min. The mixture was filtered through Celite®, made basic with NaHCO3 and concentrate in vacuo. The residue was partitioned between EtOAc and saturated aq. NaHCO3 solution. The EtOAc phase was dried (MgSO4) and concentrated in vacuo to give the crude aniline (16 mg, 50%) which was used directly in the next step without further purification. MS(ESI+): m/z 397.28 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07459562B2 |
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| Source dataset | uspto-grants-2008_12 |
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| ORD ID | ord-6d992b344d794b1fb22172c9a13be6a0 |
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| Source note | uspto-grants-2008_12 |
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