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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 629225Generated: October 30, 2026

Sodium hydride → HCID 57516747, compound

https://huagongshe.com/reaction/629225

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantHCID 57516746HCID 57516746—
SolventDimethylformamideHCID 6228—
ProductHCID 57516747HCID 5751674785%

Reaction Conditions

Temperature70 °C

Reaction Steps

(250 mg, 0.738 mmol) N-(5-Bromo-pyridin-2-yl)-3-chloro-2,2-dimethyl-propionamide (Example 97, step 1) dissolved in DMF (3 ml) was added at room temperature to a solution of NaH (29.5 mg, 0.738 mmol, 1 equiv.) in 5 ml DMF. The mixture was stirred for 3 hours at 70° C. The reaction mixture was evaporated and the crude product was purified by flash chromatography on silica gel column and eluting with an ethyl acetate:heptane gradient 10:90 to 15:85. The desired 1-(5-bromo-pyridin-2-yl)-3,3-dimethyl-azetidin-2-one (160 mg, 72% yield) was obtained as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315498B2
Source datasetuspto-grants-2016_04
ORD IDord-4a0490b2354d4eaeaddafac022f5947f
Source noteuspto-grants-2016_04