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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1398665Generated: October 31, 2026

Sodium hydride → HCID 68181789, compound

https://huagongshe.com/reaction/1398665

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantTetrahydro-4H-pyran-4-olHCID 74956—
Reactant4-[6-Bromo-2-(trichloromethyl)-1,3-benzodiazol-1-yl]pyrimidin-2-amineHCID 68181833—
SolventDimethylformamideHCID 6228—
ProductHCID 68181789HCID 6818178935.4%

Reaction Steps

Sodium hydride (200 mg, 5.00 mmol, 60% dispersion in mineral oil) was added in several portions into a solution of 4-[6-bromo-2-(trichloromethyl)-1H-1,3-benzodiazol-1-yl]pyrimidin-2-amine (500 mg, 1.23 mmol) and oxan-4-ol (1.00 g, 9.79 mmol) in N,N-dimethylformamide (10 mL) under an atmosphere of nitrogen. The reaction mixture was stirred overnight at room temperature and then filtered through a frit filter. The filtrate was purified on a C18 column (acetonitrile/water, 5:95-80:20) to give 170 mg (28%) of 4-[6-bromo-2-(oxan-4-yloxy)-1H-1,3-benzodiazol-1-yl]pyrimidin-2-amine as a brown solid. LC-MS: m/z=+390 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901313B2
Source datasetuspto-grants-2014_12
ORD IDord-227b57d6365342fe8285f060ce957be6
Source noteuspto-grants-2014_12