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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1927963Generated: November 2, 2026

N-Methyldiethanolamine → 2-(5-Bromo-pyridin-3-yl)-6-methyl-[1,3,6,2]dioxazaborocane

https://huagongshe.com/reaction/1927963

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-MethyldiethanolamineHCID 7767—
Reactant5-Bromopyridine-3-boronic acidHCID 3814811—
SolventTolueneHCID 1140—
Product2-(5-Bromo-pyridin-3-yl)-6-methyl-[1,3,6,2]dioxazaborocaneHCID 57468819100%

Reaction Conditions

Temperature23 °C

Reaction Steps

Step 1) A mixture of 3-bromopyridine-5-boronic acid [CAS-no. 452972-09-7] (10 g, 50 mmol) and N-methyldiethanolamine (5.9 g, 50 mmol) in toluene (50 mL) was stirred at 23° C. for 24 h, then totally evaporated, triturated with heptane to give 2-(5-bromo-pyridin-3-yl)-6-methyl-[1,3,6,2]dioxazaborocane (14.1 g, 100%) as an off-white solid. MS (ISP) 285.0 [(M+H)+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183262B2
Source datasetuspto-grants-2012_05
ORD IDord-88660360a4d744fb9b354a81d08b204b
Source noteuspto-grants-2012_05