Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Cycloheptylmethylamine | HCID 78194 | — |
| Reactant | 4-Chloroindole | HCID 91345 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 86691259 | HCID 86691259 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86691258 | HCID 86691258 | — |
Reaction Steps
Synthesised similar to the procedure disclosed in Example 1 where X is 4-chloro indole, Y is 2-chloroethylmalonate, and Z is cycloheptylmethyl amine. The resulting product XYZ is stirred for 30 minutes at −10° C. in methanol and NaBH4 and then slowly warmed to room temperature and stirred for 2 hour. The reaction mixture is then treated with a 1N aqueous HCl solution (pH ˜8) and concentrated to obtain a residue that is taken up in water and acidified with 1N aqueous HCl solution (pH ˜6.5 to 7). The formed precipitate is then collected by filtration, washed with water, pet ether, ethyl acetate and finally with n-Pentane, then dried under vacuum. Formula: C20H27ClN2O3; Molecular Weight: 378.89; Mass/charge ratio: 378.17 (100.0%), 380.17 (32.1%), 379.17 (22.4%), 381.17 (7.3%), 380.18 (2.9%); Elemental analysis: C, 63.40; H, 7.18; Cl, 9.36; N, 7.39; O, 12.67.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08815892B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-b2368cd8fd604de687282fec77e6773c |
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| Source note | uspto-grants-2014_08 |
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