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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 528686Generated: October 28, 2026

Diisopropylethylamine → HCID 131735608, compound

https://huagongshe.com/reaction/528686

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 10892540HCID 10892540—
Reactant(2S)-Pyrrolidine-2-carbonitrile p-toluene sulfonateHCID 87797239—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 131735608HCID 131735608—

Reaction Steps

A mixture of DIPEA (0.542 ml, 3.11 mmol) and (S)-pyrrolidine-2-carbonitrile 4-methylbenzenesulfonate (0.269 g, 1.002 mmol) in DCM was added to a mixture of (R)-2-(tert-butoxycarbonylamino)-3-(tert-butyldimethylsilyloxy)propanoic acid (0.320 g, 1.002 mmol) and HATU (0.381 g, 1.002 mmol) in DMF. After 3 h the mixture was washed with 1N citric acid and saturated sodium bicarbonate and brine. The organic layer was dried sodium sulfate, filtered and purified by column chromatography using hexane-ethylacetate as eluents.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346814B2
Source datasetuspto-grants-2016_05
ORD IDord-62a69c2478d54781a6473c84ed4c9e11
Source noteuspto-grants-2016_05