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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1778573Generated: November 1, 2026

Sodium Iodide → HCID 89514376, compound

https://huagongshe.com/reaction/1778573

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantPyrrolidineHCID 31268—
ReactantHCID 89515406HCID 89515406—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
ProductHCID 89514376HCID 8951437674%

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of 2-acetamido-N-tert-butyl-2-(3-chloropropyl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hexanamide (0.39 g, 0.9 mmol) in acetonitrile was treated with NaI (10% mol) and pyrolidine (0.75 mL, 9 mmol). The mixture was warmed to 50° C. and stirred overnight. After cooling to room temperature, the reaction was diluted with water, extracted with dichloromethane, dried over MgSO4, and concentrated to give crude 2-acetamido-N-tert-butyl-2-(3-(pyrrolidin-1-yl)propyl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hexanamide (0.31 g). This material was used in the next step without further purification. ESI MS found for C25H48BN3O4 m/z [466.6 (M+1)].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266908B2
Source datasetuspto-grants-2016_02
ORD IDord-939b1ccc95384e41a726ff1242342fce
Source noteuspto-grants-2016_02