Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isopropyl iodide | HCID 6362 | — |
| Reactant | 1-Isopropylpiperazine | HCID 78013 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | 1-Piperazinecarboxamide | HCID 258192 | — |
| Reactant | HCID 68560900 | HCID 68560900 | — |
| Reactant | HCID 68563575 | HCID 68563575 | — |
| Reactant | HCID 68563887 | HCID 68563887 | — |
| Product | HCID 68563587 | HCID 68563587 | — |
Reaction Steps
According to the procedure described for the synthesis of [3-(4-isobutyl-morpholin-2-yl)-1H-indol-6-yl]-(4-isopropyl-piperazin-1-yl)-methanone (example 90) the title compounds was synthesized in consecutive steps from 3-morpholin-2-yl-1H-indole-6-carboxylic acid methyl ester and 2-iodopropane (commercially available) leading to 3-(4-isopropyl-morpholin-2-yl)-1H-indole-6-carboxylic acid methyl ester (MS (m/e): 303.4 (MH+)) which was converted to the title compounds according to the procedure described for the conversion of an ester functionality to a piperazine amide functionality like in example 72, step 2. The title compound was prepared from 3-(4-isopropyl-morpholin-2-yl)-1H-indole-6-carboxylic acid methyl ester and (after ester cleavage with LiOH.H2O), 1-(2-propyl)-piperazine (commercially available). The title compound was obtained as light yellow foam. MS (m/e): 399.3 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07514433B2 |
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| Source dataset | uspto-grants-2009_04 |
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| ORD ID | ord-9f30314e2e4a4f748e69b3187c27210a |
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| Source note | uspto-grants-2009_04 |
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