HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1509392Generated: October 25, 2026
Diisopropylethylamine → HCID 58355174, compound
https://huagongshe.com/reaction/1509392
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Chloro-N,N,N',N'-tetramethylformamidinium Hexafluorophosphate | HCID 10989639 | — |
| Reactant | 1-(4-methoxybutyl)-7-oxo-4,5,6,7-tetrahydro-1H-indole-2-carboxylic acid | HCID 58355389 | — |
| Reactant | tert-Butyl (3S,5R)-3-(isobutylamino)-5-(morpholine-4-carbonyl)piperidine-1-carboxylate | HCID 59356577 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 58355174 | HCID 58355174 | 50.3% |
Reaction Steps
1-(4-Methoxybutyl)-7-oxo-4,5,6,7-tetrahydro-1H-indole-2-carboxylic acid (210 mg), tert-butyl (3S,5R)-3-[(2-methylpropyl)amino]-5-(morpholin-4-ylcarbonyl)piperidine-1-carboxylate (292 mg) and N,N-diisopropylethylamine (550 μl) were dissolved in 1,2-dichloroethane (10 ml), chloro-N,N,N′,N′-tetramethylformamidinium hexafluorophosphate (244 mg) was added, and the mixture was stirred at room temperature for 15 hr. The reaction mixture was diluted with saturated aqueous sodium hydrogen carbonate solution and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was subjected to silica gel column chromatography, and a fraction eluted with ethyl acetate-hexane (10:90-100:0) was concentrated under reduced pressure to give the object product (245 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09221836B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-fa6738dd760948b0aae4a40493996078 |
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| Source note | uspto-grants-2015_12 |
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