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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1470314Generated: November 1, 2026

Benzyl Alcohol → HCID 178522378, compound

https://huagongshe.com/reaction/1470314

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl AlcoholHCID 244—
ReactantTriethylamineHCID 8471—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
ReactantHCID 178524750HCID 178524750—
SolventTolueneHCID 1140—
ProductHCID 178522378HCID 178522378—

Reaction Steps

To a solution of 4-hydroxy-2-(pyridin-2-yl)pyrimidine-5-carboxylic acid (10-c) (10 g, 46 mmol) in toluene (150 ml) was added DPPA (13.94 g, 50.6 mmol), Et3N (9.31, 92.1 mmol) and benzyl alcohol (14.93 g, 0.14 mol). The resulting mixture was heated at reflux overnight. Then the mixture was concentrated under vacuum and the residue was purified on silica gel chromatography with the eluent of petroleum ether/ethyl acetate=1/5, v/v, (Rf=0.3) to afford the crude compound 10-d (3.2 g). The sample delivered was re-purified on prep-HPLC. 1H NMR (DMSO-d6, 300 MHz): δ 8.73 (m, 1H), 8.40 (m, 2H), 8.00 (m, 1H), 7.37 (m, 6H), 5.19 (s, 1H). (M+H)+=323.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006433B2
Source datasetuspto-grants-2015_04
ORD IDord-3f634abe062b451f9a5443a6e9243e50
Source noteuspto-grants-2015_04