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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1783810Generated: October 31, 2026

Diisopropylethylamine → HCID 178452101, compound

https://huagongshe.com/reaction/1783810

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Amino-1-Boc-piperidineHCID 1268291—
ReactantHCID 178479321HCID 178479321—
SolventDimethylformamideHCID 6228—
ProductHCID 178452101HCID 178452101—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a mixture of tert-butyl 4-aminopiperidine-1-carboxylate (8.93 g, 44.6 mmol) and pyrazole carbox-amidine hydrochloride (6.536 g, 44.6 mmol) was added Hunig's base (7.77 ml, 44.6 mmol) and DMF (25 ml). The reaction was heated at 60° C. for 15 hours. The reaction was then cooled to room temperature and quenched by adding 400 ml of diethyl ether and stirring at room temperature for 2 hours. Product separated out as a white solid, which was filtered, washed and dried (10.9 g, 88%). M.p.=169-172° C.; 400 MHz 1H NMR (DMSO-d6) δ: 8.09 (d, J=8.8 HZ, 1H), 6.9-7.9 (br. s, 3H), 3.83 (d, J=13.6 Hz, 2H), 3.63 (m, 1H), 2.88 (m, 2H), 1.80 (m, 2H), 1.40 (s, 9H), 1.25 (m, 2H); LCMS: 243 [M+H]; calc. for C11H22N4O2.1.06HCl.0.2H2O: C, 46.39; H, 8.31; N, 19.68. Found C, 46.43; H, 8.31; N, 20.68.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07501430B2
Source datasetuspto-grants-2009_03
ORD IDord-c53ef980bc6841fa899ade986d5382c8
Source noteuspto-grants-2009_03