Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Phosphoric Acid | HCID 1004 | — |
| Reactant | 1-Methylindole | HCID 11781 | — |
| Reactant | N-[3-(4-oxo-piperidino)-propyl]-benzimidazolone | HCID 13056043 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 13056027 | HCID 13056027 | — |
Reaction Steps
A mixture consisting of 2.7 gm of N-[3-(4-oxo-piperidino)-propyl]-benzimidazolone, 1.3 gm of 1-methylindole, 40 ml of acetic acid and 10 ml of 2 N phosphoric acid was allowed to stand at 20° C. for 6 days. Thereafter, the reaction mixture was poured into a mixture of ice and ammonia, the aqueous mixture was extracted with ethyl acetate, and the extract solution was dried and evaporated in vacuo to dryness. The residue was purified by chromatography on silica, using methylene chloride/methanol/ammonia=90/9/1 as the eluant. The main fraction was hydrogenated without characterization as described in Example 1, and the end product was crystallized from ethanol, yielding 2.4 gm (62% of theory) of the compound of the formula ##STR14## having a melting point of 180° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04359468 |
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| Source dataset | uspto-grants-1982_11 |
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| ORD ID | ord-877f600815624a71bee134eec044f646 |
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| Source note | uspto-grants-1982_11 |
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