Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3-(2-Chloroethyl)-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one | HCID 817866 | — |
| Reactant | 1,2,3,4-Tetrahydrobenzofuro[2,3-c]pyridine hydrochloride | HCID 13925236 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | HCID 86758703 | HCID 86758703 | 120.2% |
Reaction Steps
A mixture of 1,2,3,4-tetrahydro-benzofuro[2,3-c]pyridine hydrochloride (1:1) (0.007 mol), 3-(2-chloroethyl)-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one(0.012 mol), Na2CO3 (0.015 mol) and KI (catalytic quantity) in 2-butanone (100 ml) was stirred and refluxed overnight. The reaction mixture was filtered hot and the filtrate was evaporated. The residue was purified by column chromatography over silica gel (eluent: CH2Cl2/(CH3OH/NH3) from 98/2 to 97/3). The purest fractions were collected and the solvent was evaporated. The residue was dissolved in 2-propanol and (E)-2-butenedioic acid (1 g) was added. The mixture was boiled and then stirred at RT. The precipitate was filtered off and dried, yielding 2.00 g (61%) of 3-[2-(3,4-dihydro-benzofuro[2,3-c]pyridin-2(1H)-yl)ethyl]-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one (E)-2-butenedioate (2:1) (compound 1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06495555B1 |
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| Source dataset | uspto-grants-2002_12 |
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| ORD ID | ord-96802ef4f696499da5051b782b8d9be4 |
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| Source note | uspto-grants-2002_12 |
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