Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-Aminoindan hydrochloride | HCID 122764 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 21837540 | HCID 21837540 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 15839989 | HCID 15839989 | 98.2% |
Reaction Steps
0.17 g (1 mmol) of indan-2-ylamine hydrochloride is introduced into 7 ml of 1,2-dichloroethane and then, in order, 0.14 ml (1.5 mmol) of triethylamine, 0.25 g of 1-(2,3-dihydro[1,4]benzoxathiin-5-yl)piperid-4-one (Preparation 4), 0.32 g (1.5 mmol) of sodium triacetoxyborohydride and 58 μl (1 mmol) of acetic acid are added. The whole is stirred for 20 hours at room temperature and then poured into 10 ml of 1N sodium hydroxide solution and extracted twice with 25 ml of ether each time. The combined organic phases are washed and dried. Evaporation yields 0.36 g of the title product, which is converted into the hemifumarate by the action of a 2% solution of fumaric acid in ethanol. In that manner, 0.27 g of hemifumarate is obtained. M.p. (MK)=220-223° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05968954 |
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| Source dataset | uspto-grants-1999_10 |
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| ORD ID | ord-69db58d8ad0c4c08b941157638c1fc61 |
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| Source note | uspto-grants-1999_10 |
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