Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | HCID 66700039 | HCID 66700039 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 67491052 | HCID 67491052 | 94.4% |
Reaction Steps
[Step 4] 375 mg (0.96 mmol) of the benzyl-5-acetyl-6-methyl-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]quinolin-8-yl carbamate were dissolved in 4 mL of ethanol followed by adding 242 mg (3.84 mmol) of ammonium formate and further adding 100 mg of palladium carbon. The system was replaced with hydrogen followed by stirring for 1 hour. Following completion of the reaction, the reaction liquid was filtered with celite and the filtrate was concentrated under reduced pressure. The residue was dissolved in chloroform, washed with saturated aqueous sodium bicarbonate solution and dehydrated with anhydrous sodium sulfate. The solution was concentrated under reduced pressure to obtain 225 mg (including impurities) of 1-(8-amino-6-methyl-7,8-dihydro-[1,3]dioxolo[4.5-g]quinolin-5(6H)-yl)ethanone in the form of a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08604030B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-d97b5641513d485c879d4969e5ccf360 |
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| Source note | uspto-grants-2013_12 |
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