Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 54188068 | HCID 54188068 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 69980981 | HCID 69980981 | 89% |
Reaction Steps
To a solution of 4-((3R)-3-tert-Butoxycarbonylamino-pyrrolidin-1-yl)-1-(4-fluorophenyl) cyclohexanol (1.05 g, 2.8 mmol) in ethyl acetate (50 ml), cooled to 0° C. was added hydrogen chloride gas, bubbled in gently for 5-10 minutes. The reaction mixture was stirred for 20 minutes at 0° C. and the above procedure was repeated twice. Concentration and flushing with ethyl acetate three times gave 4-((3R)-3-aminopyrrolidin-1-yl)-1-(4-fluorophenyl) cyclohexanol dihydrochloride (0.87 g, 89%); 1H NMR (DMSO) δ 11.33 (bd, 1H)), 8.60 (bd, 3H), 7.52 (m, 2H), 7.14 (m,2H), 5.12 (bs, 1H), 3.35-4.04 (m, 6H), 1.76-2.27 (m, 10H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06255315B1 |
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| Source dataset | uspto-grants-2001_07 |
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| ORD ID | ord-ef0bc1de7880448e989dd4a9719caa7e |
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| Source note | uspto-grants-2001_07 |
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