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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 588865Generated: November 1, 2026

Diisopropylethylamine → HCID 90455837, compound

https://huagongshe.com/reaction/588865

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Reactanttert-Butyl 3-(piperazin-1-yl)azetidine-1-carboxylateHCID 19360775—
ReactantHCID 117607186HCID 117607186—
SolventDimethylformamideHCID 6228—
ProductHCID 90455837HCID 9045583746%

Reaction Steps

To a stirred solution of 3-(5-bromo-4-chloro-2-methoxyphenyl)propanoic acid (350 mg, 1.2 mmol) in DMF (30 mL) at RT, tert-butyl 3-(piperazin-1-yl)azetidine-1-carboxylate (317 mg, 1.3 mmol), BOP (731 mg, 1.4 mmol) and DIEA (461 mg, 3.6 mmol) were added and the mixture was stirred at RT for 1 h. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was washed with brine and dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (dichloromethane/methanol=50:1) to afford the desired product (285 mg, 46% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09227978B2
Source datasetuspto-grants-2016_01
ORD IDord-044f03d3032f4407b6ce681fe261a558
Source noteuspto-grants-2016_01