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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1259888Generated: October 25, 2026

Diisopropylethylamine → HCID 58355174, compound

https://huagongshe.com/reaction/1259888

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantChloro-N,N,N',N'-tetramethylformamidinium HexafluorophosphateHCID 10989639—
Reactant1-(4-methoxybutyl)-7-oxo-4,5,6,7-tetrahydro-1H-indole-2-carboxylic acidHCID 58355389—
Reactanttert-Butyl (3S,5R)-3-(isobutylamino)-5-(morpholine-4-carbonyl)piperidine-1-carboxylateHCID 59356577—
Solvent1,2-DichloroethaneHCID 11—
SolventSodium BicarbonateHCID 516892—
ProductHCID 58355174HCID 5835517450.3%

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 m 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466282B2
Source datasetuspto-grants-2013_06
ORD IDord-a54f61774d8b4d5899b424441cfd25f3
Source noteuspto-grants-2013_06