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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 216911Generated: October 25, 2026

Diisopropylethylamine → HCID 59568597, compound

https://huagongshe.com/reaction/216911

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-(Boc-amino)tetrahydropyran-4-carboxylic acidHCID 1268219—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant(S)-2-Amino-3-(4'-cyanobiphenyl-4-yl)propanamideHCID 59568596—
SolventDimethylformamideHCID 6228—
ProductHCID 59568597HCID 59568597—

Reaction Steps

4-(tert-Butoxycarbonylamino)tetrahydro-2H-pyran-4-carboxylic acid (374 mg), (S)-2-amino-3-(4′-cyanobiphenyl-4-yl)propanamide (Example 3, step (iii), 405 mg) and N-ethyl-N-isopropylpropan-2-amine (0.664 mL) were dissolved in DMF (10 mL) and to the solution was added TBTU (734 mg). The reaction mixture was stirred at room temperature for 2 days. The reaction mixture was evaporated to dryness, dissolved in dichloromethane (20 mL) and was absorbed onto silica. The product was purified by chromatography on silica eluting with 20% ethyl acetate in isohexane, then 50% ethyl acetate in isohexane and then 100% ethyl acetate to afford after evaporation of the relevant fractions the sub-titled compound (700 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193239B2
Source datasetuspto-grants-2012_06
ORD IDord-9a565900734f40298ca770bec58354e8
Source noteuspto-grants-2012_06