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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1525224Generated: November 4, 2026

Benzyl Alcohol → HCID 178522378, compound

https://huagongshe.com/reaction/1525224

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, 1-1-h, (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. The mixture was then concentrated under vacuum and the residue was purified on silica gel chromatography with the eluent of petroleum ether/ethyl acetate=1/5 (Rf=0.3) to afford the crude product, 7-a, (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).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09079930B2
Source datasetuspto-grants-2015_07
ORD IDord-b734d1e44e4d44209feacf932e45f486
Source noteuspto-grants-2015_07