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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1254099Generated: November 1, 2026

Sulfuric Acid → HCID 67314636, compound

https://huagongshe.com/reaction/1254099

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant5-fluoro-1,3-dihydro-2H-indol-2-oneHCID 3731012—
ReactantHCID 58478790HCID 58478790—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67314636HCID 6731463646%

Reaction Steps

A solution of 5-fluoro-1,3-dihydro-indol-2-one (141 mg, 0.93 mmol.) in THF (4 mL) is treated with a solution of lithium bis(trimethylsilyl)amide (1.9 mL of a 1 M solution in THF, 1.9 mmol) dropwise. The resulting solution is stirred at room temperature for 10 min. A solution of 2-(2,2-dimethoxy-ethyl)-7H-furo[3,4-b]pyridin-5-one (104 mg, 0.47 mmol in THF (1 mL) is added dropwise to the reaction mixture. The resulting solution is stirred for 1.5 h and is then poured into cold aqueous 2N H2SO4 solution (10 mL) at 0° C. The resulting mixture is heated at 45° C. for 30 min and then cooled to room temperature and stirred overnight. The reaction mixture is poured into ice water (150 mL) and stirred for 2 h. The solid which formed is collected to give the title compound as a brown solid (76 mg, 46%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08455535B2
Source datasetuspto-grants-2013_06
ORD IDord-867c5477ca734e24a8a7d8ada64d0026
Source noteuspto-grants-2013_06