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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 905721Generated: November 1, 2026

Formic Acid → N-(5-fluoro-2-oxo-2,3-dihydro-1H-indol-7-yl)-formamide

https://huagongshe.com/reaction/905721

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormic AcidHCID 284—
ReactantAcetic AnhydrideHCID 7918—
ReactantPiperidineHCID 8082—
Reactant2-(6-Amino-5-fluoro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-5-(2-diethylamino-ethyl)-3-methyl-1,5,6,7-tetrahydro-pyrrolo[3,2-c]pyridin-4-oneHCID 66607288—
SolventTetrahydrofuranHCID 8028—
ProductN-(5-fluoro-2-oxo-2,3-dihydro-1H-indol-7-yl)-formamideHCID 5925010299%

Reaction Steps

A solution of acetic anhydride (1.6 ml) and formic acid (1.2 ml) was stirred for 1 hour at room temperature, and added with 6-amino-5-fluoro-1,3-dihydro-indol-2-one (4.0 g, 24 mmol) obtained from Example 7 in 60 ml of tetrahydrofuran and piperidine (0.04 ml). Upon the completion of the addition, the mixture was stirred for 3 hours at room temperature until a precipitate was formed. The solid was filtered and recrystallized from methanol to give N-(5-fluoro-2-oxo-2,3-dihydro-1H-indol-7-yl)-formamide (4.6 g, 99%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012966B2
Source datasetuspto-grants-2011_09
ORD IDord-9fe1c852300a41edaf961e09e748893b
Source noteuspto-grants-2011_09