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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1177530Generated: October 25, 2026

Oxane-4-carbonyl chloride → (2-(4-(1,3-dioxan-2-yl)-2-fluorophenyl)thiazolo[5,4-b]pyridine-5-yl)(tetrahydro-2H-pyran-4-yl)methanone

https://huagongshe.com/reaction/1177530

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxane-4-carbonyl chlorideHCID 2795505—
Reactant2-(4-(1,3-Dioxan-2-yl)-2-fluorophenyl)-5-(trimethylstannyl)thiazolo[5,4-b]pyridineHCID 59174832—
SolventTolueneHCID 1140—
Product(2-(4-(1,3-dioxan-2-yl)-2-fluorophenyl)thiazolo[5,4-b]pyridine-5-yl)(tetrahydro-2H-pyran-4-yl)methanoneHCID 67111426—

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of 2-(4-(1,3-dioxan-2-yl)-2-fluorophenyl)-5-(trimethylstannyl)-thiazolo[5,4-b]pyridine (1.00 g, 2.087 mmol) and tetrahydro-2H-pyran-4-carbonyl chloride (0.434 mL, 2.92 mmol) in 15 mL toluene was sealed and heated to 80° C. After 4 h a precipitate formed. The reaction mixture was cooled and filtered, rinsing with Et2O, and the solid was dried in vacuo to give (2-(4-(1,3-dioxan-2-yl)-2-fluorophenyl)-thiazolo[5,4-b]pyridine-5-yl)(tetrahydro-2H-pyran-4-yl)methanone as a white solid. MS (ESI) m/z: Calculated: 428.1; Observed: 428.8 (M++1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07842685B2
Source datasetuspto-grants-2010_11
ORD IDord-005ce1bafccc4388ba809221e09c189f
Source noteuspto-grants-2010_11