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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2066286Generated: November 1, 2026

Sodium Azide → HCID 57470875, compound

https://huagongshe.com/reaction/2066286

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
ReactantBenzyl [4-(4-chloropyrimidin-6-yloxy)-2,5-difluorophenyl]carbamateHCID 57470873—
SolventDimethylformamideHCID 6228—
ProductHCID 57470875HCID 5747087534.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

Benzyl[4-(4-chloropyrimidin-6-yloxy)-2,5-difluorophenyl]carbamate (1.96 g) was dissolved in N,N-dimethylformamide (20 ml). Sodium azide (650 mg) was added thereto, followed by stirring at 60° C. for 2 hr. The reaction mixture was allowed to cool to room temperature, then partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over anhydrous sodium sulfate. The solvent was concentrated under reduced pressure and the resultant residue was purified by silica gel column chromatography (eluent; heptane:ethyl acetate=3:1). Fractions containing the target compound were concentrated under reduced pressure and the residue was dried under reduced pressure to provide the titled compound as white crystals (685 mg, 34%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08288538B2
Source datasetuspto-grants-2012_10
ORD IDord-b8eed989802d4217857a88cdcc612a53
Source noteuspto-grants-2012_10