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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1480372Generated: October 30, 2026

Diisopropylethylamine → HCID 178426595, compound

https://huagongshe.com/reaction/1480372

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantPropylphosphonic anhydrideHCID 111923—
Reactant3,5-Dichlorobenzyl 4-(aminomethyl)-2-methylpiperidine-1-carboxylateHCID 86722629—
Reactant3-(3-Hydroxy-5-isoxazolyl)propanoic acidHCID 178525335—
SolventDimethylformamideHCID 6228—
ProductHCID 178426595HCID 178426595—

Reaction Steps

A mixture comprising of 3-(3-hydroxyisoxazol-5-yl)propanoic acid (40.2 mg, 0.256 mmol), 3,5-dichlorobenzyl 4-(aminomethyl)-2-methylpiperidine-1-carboxylate (step 4) (84.7 mg, 0.128 mmol), Huenig's base (89 μl, 0.511 mmol) and T3P® (50% solution in DMF)(149 μl, 0.256 mmol) in DMF (426 μl) was left stirring at room temperature 18 hours. The resulting mixture was concentrated under pressure and diluted with water. The aqueous solution was extracted with EtOAc and the combined organic extracts were dried over MgSO4, filtered and concentrated under reduced pressure. Further purification was carried out using preparative LC-MS. The resulting product fractions were concentrated under reduced pressure to give an aqueous solution and then extracted with EtOAc. The organic extracts were dried over MgSO4, filtered and concentrated under reduced pressure to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409895B2
Source datasetuspto-grants-2016_08
ORD IDord-d4c85acbdb3b4736aa2e764769d71a25
Source noteuspto-grants-2016_08