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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1989241Generated: November 1, 2026

Ammonium Hydroxide → (5-Sulfamoylpyridin-3-yl)boronic acid

https://huagongshe.com/reaction/1989241

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium HydroxideHCID 14923—
ReactantChlorosuccinimideHCID 31398—
ReactantLithium 5-(6-methyl-[1,3,6,2]dioxazaborocan-2-yl)-pyridine-3-sulfinateHCID 68697968—
SolventDichloromethaneHCID 6344—
Product(5-Sulfamoylpyridin-3-yl)boronic acidHCID 5741570290.4%

Reaction Steps

Step 3) N-Chlorosuccinimide (0.937 g, 7.01 mmol) was added to a suspension of the above prepared lithium 5-(6-methyl-[1,3,6,2]dioxazaborocan-2-yl)-pyridine-3-sulfinate (2 g, 7.24 mmol) in CH2Cl2 (14 mL) and the mixture was stirred for 2 h at rt. A solution of 25% ammonium hydroxide (1.00 mL, 13.4 mmol) was added and the mixture was stirred again for 2 h at rt, then completely evaporated to give the title compound as an off-white solid (1.28 g, 88%) (according to Bioorg. Med. Chem. 2005, 13, 2305-2312). MS (ISP) 201.4 [(M−H)−].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07642264B2
Source datasetuspto-grants-2010_01
ORD IDord-865cda6c96db4cd6bfe067dfeb1e8910
Source noteuspto-grants-2010_01