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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2274795Generated: October 31, 2026

Sodium Hydroxide → HCID 118060634, compound

https://huagongshe.com/reaction/2274795

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantSodium hydrideHCID 24758—
ReactantTert-butyl 3-iodoazetidine-1-carboxylateHCID 11000522—
Reactant6-fluoro-1-(phenylsulfonyl)-3-(1H-pyrazol-4-yl)-1H-indoleHCID 118060134—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 118060634HCID 11806063462%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 6-fluoro-1-(phenylsulfonyl)-3-(1H-pyrazol-4-yl)-1H-indole (Intermediate 5; 346 mg; 1.0 mmol), tert-butyl 3-iodoazetidine-1-carboxylate (283 mg; 1.0 mmol) and NaH (100 mg; 2.5 mmol; 60% w/w) in DMF (5 mL) was heated to 120° C. for 0.5 hour in a microwave reactor. The reaction mixture was added NaOH (100 mg; 2.50 mmol) in water (0.5 mL) and stirred for 0.5 hour at 85° C. The mixture was concentrated and purified by a silica gel chromatography (petroleum ether/EtOAc=1/1) to afford 220 mg (62%) of the title compound as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126984B2
Source datasetuspto-grants-2015_09
ORD IDord-6def666e1a3c46908f1107d5c71fca46
Source noteuspto-grants-2015_09