Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium sodium tartarate | HCID 9855836 | — |
| Reactant | HCID 69849107 | HCID 69849107 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 18462124 | HCID 18462124 | 63% |
Reaction Steps
(RS)-1-(6,7-Difluoro-2,3-dihydro-1H-pyrrolo[1,2-a]indol-9-yl)-2-propylamine hydrochloride was prepared from 1-(6,7-difluoro-2,3-dihydro-1H-pyrrolo[1,2-a]indol-9-yl)-2-nitro-1-propene according to the method described in Example 1 with the following modifications: the reaction mixture was heated under reflux for 4 h, cooled to 0° C. and poured into aqueous potassium sodium tartrate solution (150 mL) and diethyl ether (100 mL). The mixture was stirred for 30 min, filtered through celite® and the filtrate was extracted with ethyl acetate (2×50 mL). The combined organic extracts were washed (brine), dried (magnesium sulfate), concentrated in vacuo, treated with ethereal hydrogen chloride (1.0 M, 2 mL, 2 mmol) and concentrated in vacuo. The residue was recrystallised (ethyl acetate, 2-propanol) to give the title compound as a white solid (0.55 g, 63%): mp 264-266° C. Found: C, 58.67; H, 6.09; N, 9.65%. C14H16F2N2.HCl requires: C, 58.64; H, 5.98; N, 9.76%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06433175B1 |
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| Source dataset | uspto-grants-2002_08 |
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| ORD ID | ord-94f28fd6fcd448dd9848194e806470c0 |
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| Source note | uspto-grants-2002_08 |
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