Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Methyl Isobutyl Ketone | HCID 7909 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3-(4-Piperidinyl)-1H-indole | HCID 702235 | — |
| Reactant | HCID 20262428 | HCID 20262428 | — |
| Product | HCID 86740381 | HCID 86740381 | 48% |
Reaction Steps
A mixture of 4.5 parts of 7-(3-chloropropyl)-3,7-dihydro-1,3-dimethyl-1H-purine-2,6-dione monohydrochloride, 3 parts of 3-(4-piperidinyl)-1H-indol, 8 parts of sodium carbonate, 0.1 parts of sodium iodide and 240 parts of 4-methyl-2-pentanone was stirred and refluxed for 20 hours. The whole was filtered while hot and the filtrate was evaporated. The residue was purified by column chromatography over silica gel using a mixture of trichloromethane and methanol (92:8 by volume) as eluent. The pure fractions were collected and the eluent was evaporated. The residue was converted into the (E)-2-butenedioate salt in 2-propanol. The salt was filtered off and dried, yielding 3.9 parts (48%) of 3,7-dihydro-7-[3-[4-(1H-indol-3-yl)-1-piperidinyl]propyl]-1,3-dimethyl-1H-purine-2,6-dione (E)-2-butenedioate(1:1); mp. 222.7° C. (compound 13).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04548939 |
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| Source dataset | uspto-grants-1985_10 |
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| ORD ID | ord-f37962265c5343cd9650417255adadd8 |
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| Source note | uspto-grants-1985_10 |
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