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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490810Generated: October 30, 2026

HCID 178523285, compound → HCID 178431091, compound

https://huagongshe.com/reaction/1490810

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 178523285HCID 178523285—
ReagentBis(pinacolato)diboraneHCID 2733548—
Reagent4,4'-Di-tert-butyl-2,2'-bipyridylHCID 4249187—
CatalystBis(1,5-cyclooctadiene)dimethoxydiiridiumHCID 76001521—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178431041HCID 17843104121%
ProductHCID 178431091HCID 17843109149%

Reaction Conditions

Temperature25 °C

Reaction Steps

Following general procedure F using 2,2,2‐trifluoro‐N‐(3‐(pyridin‐2‐yl)propyl)acetamide (58.1 mg, 0.25 mmol), B2pin2 (127 mg, 0.50 mmol), [Ir(COD)OMe]2 (2.5 mg, 0.00375 mmol) and dtbpy (2.0 mg, 0.0075 mmol) in THF (1.25 mL). The reaction was stirred at rt for 22 hours before cooling and the solvents removed. Analysis of crude 1 H NMR using internal standard 1,2‐dimethoxyethane showed 2.3:1 meta:para borylation in 70% yield. The crude product was unable to be purified by silica gel chromatography and was hence characterised from the crude mixture.    By subtracting

Provenance & Evidence

DOI10.1002/anie.201708967
Source datasetBorylation dataset from Roche
ORD IDord-4ede862a728b40748a6001f93ee16816
Source noteBorylation dataset from Roche