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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2170867Generated: October 27, 2026

Diisopropylethylamine → HCID 67168960, compound

https://huagongshe.com/reaction/2170867

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant3-(Methoxycarbonyl)benzoic acidHCID 601880—
ReactantMethanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 2733084—
Reactant4-(4-Chlorophenoxy)piperidine hydrochlorideHCID 17749791—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 67168960HCID 6716896099.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a stirred solution of 4-(4-chlorophenoxy)piperidine hydrochloride (200 mg, 0.81 mmol), 3-(methoxycarbonyl)benzoic acid (145 mg, 0.81 mmol), and N,N-diisopropylethylamine (0.56 mL, 3.22 mmol) in N,N-dimethylformamide (4 mL) was add HBTU (458 mg, 1.21 mmol) at room temperature. After stirring at 60° C. for 2 hours, the mixture was poured into water (20 mL). This was extracted with ethyl acetate (20 mL) and washed with water (20 mL). The organic layer was dried over sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica-gel column chromatography (NH-gel, eluting with ethyl acetate) to give 301 mg (>99% yield) of the title compound as yellow syrup.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051296B2
Source datasetuspto-grants-2015_06
ORD IDord-5b6944052a6f4cc08bb240aa5d80d975
Source noteuspto-grants-2015_06