Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1011355Generated: October 31, 2026

Sulfuric Acid → HCID 67314636, compound

https://huagongshe.com/reaction/1011355

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 2h. 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 numberUS07977351B2
Source datasetuspto-grants-2011_07
ORD IDord-0798566e85ab462c8bd865c4a799c977
Source noteuspto-grants-2011_07