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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1253926Generated: November 3, 2026

(5-Bromo-3-pyridinyl)methanol → HCID 66797668, compound

https://huagongshe.com/reaction/1253926

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(5-Bromo-3-pyridinyl)methanolHCID 2784733—
ReactantHCID 66797907HCID 66797907—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 66797668HCID 6679766844.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 6-Chloro-3-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3H-benzooxazol-2-one (60 mg, 0.194 mmol), (5-Bromo-pyridin-3-yl)-methanol (36.4 mg, 0.194 mmol), polymer bound Pd(PPh3)4 (44.1 mg, 4.85 μmol) in DME (5 mL) was heated to 100° C. for 4 hr. After filtration through a pad of Na2SO4, the solution was concentrated, and the residue was purified by column (MeOH—CH2Cl2, v/v, 1%-2.5%-4.0%) and yielded colorless solid (25 mg). 1H NMR (400.3 MHz, CDCl3): δ 3.35 (s, 3H), 4.77 (s, 2H), 6.85 (s, 1H), 7.31 (s, 1H), 7.74 (s, 1H), 8.53 (s, 1H), 8.57 (s, 1H). HRMS (ESI): calculated for C14H11ClN2O3: 290.04582. Found: 290.04666.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08455522B2
Source datasetuspto-grants-2013_06
ORD IDord-badadfc7e360468786b7e697518ce126
Source noteuspto-grants-2013_06