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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 545271Generated: October 28, 2026

Diisopropylethylamine → HCID 86616129, compound

https://huagongshe.com/reaction/545271

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantEthyl 4,6-dichloropyridine-3-carboxylateHCID 600045—
Reactanttert-Butyl 1-allylhydrazinecarboxylateHCID 10535205—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86616129HCID 8661612918.2%

Reaction Conditions

Temperature70 °C

Reaction Steps

7.0 mL of N,N-diisopropylethylamine was added to tetrahydrofuran (70 mL) solution of 4.40 g of ethyl 4,6-dichloronicotinate and 3.44 g of tert-butyl 1-allylhydrazinecarboxylate obtained in Production Example 1-1, and stirred overnight at 70° C. 30 mL of toluene was added to the reaction liquid, and tetrahydrofuran was evaporated away. This was stirred at 120° C. for 6 hours, and then heated overnight under reflux. The reaction liquid was restored to room temperature, water was added thereto, and extracted with ethyl acetate. This was washed with saturated saline water, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified through silica gel column chromatography (hexane/ethyl acetate=16/1 to 12/1) to obtain 1.29 g of the entitled compound as a colorless oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935708B2
Source datasetuspto-grants-2011_05
ORD IDord-7fd2c4b758744beb87a1e6f30c617123
Source noteuspto-grants-2011_05