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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1404102Generated: October 31, 2026

N-(2-aminophenyl)-2-(1-ethyl-6-fluoro-4-hydroxy-1-H-indol-3-yl) acetamide → 3-((1H-benzo[d]imidazol-2-yl)methyl)-1-ethyl-6-fluoro-1H-indol-4-ol

https://huagongshe.com/reaction/1404102

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-(2-aminophenyl)-2-(1-ethyl-6-fluoro-4-hydroxy-1-H-indol-3-yl) acetamideHCID 68322751—
SolventAcetic AcidHCID 176—
Product3-((1H-benzo[d]imidazol-2-yl)methyl)-1-ethyl-6-fluoro-1H-indol-4-olHCID 6723493523.9%

Reaction Steps

The solution of 12-2 (0.3 g, 0.92 mmol) in 25 mL of acetic acid was heated to 80° C. for 8 h. The volatile was removed in vacuo and the residue was neutralized with Na2CO3 solution to pH:7. The mixture was extracted with ethyl acetate (100 mL) and washed with brine. The organic layer was dried over anhydrous Na2SO4. After filtration and concentration, a residue was obtained, which was purified by preparative TLC to give 12-3 (68 mg, 23.9%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912220B2
Source datasetuspto-grants-2014_12
ORD IDord-7462634bb35a4874b986e0085226df60
Source noteuspto-grants-2014_12