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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490972Generated: October 29, 2026

HCID 178457674, compound → HCID 178457670, compound

https://huagongshe.com/reaction/1490972

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 178457674HCID 178457674—
ReagentBis(pinacolato)diboraneHCID 2733548—
Reagent8-([2,2'-bipyridin]-5-yl)quinolin-2(1H)-oneHCID 164681385—
CatalystBis(1,5-cyclooctadiene)dimethoxydiiridiumHCID 76001521—
CatalystPotassium tert-butoxideHCID 86639980—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178457670HCID 17845767020%

Reaction Conditions

Temperature80 °C

Reaction Steps

In an argon filled glove box, a 5.0 mL weaton microreactor was charged with [Ir(cod)(OMe)]2 (1.98 mg, 1.5 mol%), L1 ligand (2.1 mg, 3.5 mol%), B2pin2 (50.8 mg, 1.0 equiv.), KOtBu (1.0 mg, 4.5 mol%) and dry THF (1.0 mL). The reaction mixture was stirred for 2 minutes at room temperature. To this mixture, N,N-diisopropyl-1-methyl-1H-indole-7-carboxamide (51.7 mg, 0.2 mmol) was added. The microreactor was capped with a teflon pressure cap and placed into preheated aluminum block at 80 oC. After 12 h, the crude reaction mixture was analyzed (conversion was 20% and rapid protodeborylation occurred, thus failed to isolate).

Provenance & Evidence

DOI10.1002/anie.201809929
Source datasetBorylation dataset from Roche
ORD IDord-6afcb8a5395f45259183ab9b66a9b88a
Source noteBorylation dataset from Roche