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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 423230Generated: November 2, 2026

Triethylamine → HCID 58692691, compound

https://huagongshe.com/reaction/423230

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-tert-Butylbenzoyl chlorideHCID 74372—
Reactant2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amineHCID 59557920—
SolventDichloromethaneHCID 6344—
ProductHCID 58692691HCID 5869269152.2%

Reaction Steps

[2-Methoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-3-ylamine (319 mg, 1.28 mmol) was dissolved in dichloromethane (5 mL). Triethylamine (117 μL, 1.40 mmol) and 4-tert-butylbenzoyl chloride (274 μL, 1.40 mmol) were added and the reaction was stirred at room temperature for 10 minutes. The crude mixture was absorbed onto silica and purified by column chromatography to give the title compound as an off-white solid (274 mg, 52% yield). MS (ES+) m/e=411. 1H NMR (CDCl3) δH 1.36 (12H, s), 1.39 (9H, s), 4.10 (3H, s), 7.55 (2H, d), 7.86 (2H, d), 8.28 (1H, s), 8.36 (1H, br s), 9.07 (1H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08101770B2
Source datasetuspto-grants-2012_01
ORD IDord-bb0214098b3741dbaafa6ee661f70f65
Source noteuspto-grants-2012_01