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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 888867Generated: November 2, 2026

Diisopropylethylamine → HCID 59361421, compound

https://huagongshe.com/reaction/888867

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Fluoro-2-methylbenzoic acidHCID 246682—
ReactantPyBOPHCID 2724699—
Reactant2-(Adamantan-2-yl)-4,4-dimethyl-1,2-diazetidin-3-oneHCID 67302882—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 59361421HCID 593614218.7%

Reaction Steps

A solution of 2-(adamantan-2-yl)-4,4-dimethyl-1,2-diazetidin-3-one (50.0 mg, 0.213 mmol) prepared in Process 3 of Example 12 in dichloromethane was added with 3-fluoro-2-methylbenzoic acid (32.8 mg, 0.213 mmol), diisopropylethylamine (82.6 mg, 0.639 mmol) and PyBOP (133 mg, 0.256 mmol) at room temperature, and the resultant was stirred at the same temperature for 18 hours. The reaction solution was added with water and extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate, concentrated in vacuo, the obtained residue was purified using Preparative Thin-Layer chromatography (hexane:ethyl acetate=2:1), and the title compound (6.90 mg, 8.70%) was obtained as a white crystalline solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08252781B2
Source datasetuspto-grants-2012_08
ORD IDord-859208e37eb7448086b1caaab2aea1eb
Source noteuspto-grants-2012_08