HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1396677Generated: November 2, 2026
Diisopropylethylamine → HCID 56928812, compound
https://huagongshe.com/reaction/1396677
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 5-methoxy-1H,2H,3H-pyrrolo[2,3-c]pyridine | HCID 23434035 | — |
| Reactant | HCID 58574974 | HCID 58574974 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 56928812 | HCID 56928812 | 52.7% |
Reaction Steps
To a mixture of 200 mg of 8-methyl-4-oxo-1-(tetrahydro-2H-pyran-3-yl)-4,5-dihydroimidazo[1,5-a]quinoxaline-7-carboxylic acid, 100 mg of 5-methoxy-2,3-dihydro-1H-pyrrolo[2,3-c]pyridine, 0.42 mL of N,N-diisopropylethylamine, and 5 mL of N,N-dimethyl formamide was added 235 mg of TBTU, followed by stirring at room temperature overnight. To the reaction mixture were added water and a saturated aqueous sodium hydrogen carbonate solution, followed by extraction with chloroform. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (chloroform/methanol=100/0-95/5). The obtained solid was washed with methanol to obtain 148 mg of 7-[(5-methoxy-2,3-dihydro-1H-pyrrolo[2,3-c]pyridin-1-yl)carbonyl]-8-methyl-1-(tetrahydro-2H-pyran-3-yl)imidazo[1,5-a]quinoxalin-4(5H)-one.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08901126B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-b38d6939362c4b43a1eac581bcb48268 |
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| Source note | uspto-grants-2014_12 |
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