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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 278006Generated: October 27, 2026

4-Fluoro-1-naphthaleneboronic Acid (contains varying amounts of Anhydride) → 5-(4-Fluoronaphth-1-yl)-3-(1-Methylpiperidin-4-yl)-4-Aza-1H-Indole

https://huagongshe.com/reaction/278006

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Fluoro-1-naphthaleneboronic Acid (contains varying amounts of Anhydride)HCID 2782675—
Reactant5-Trifluoromethanesulfonyloxy-3-(1-methylpiperidin-4-yl)pyrrolo[3,2-b]pyridineHCID 12041812—
Product5-(4-Fluoronaphth-1-yl)-3-(1-Methylpiperidin-4-yl)-4-Aza-1H-IndoleHCID 990685384.5%

Reaction Steps

O-Trifluoromethanesulfonyl-3-(1-methylpiperidin-4-yl)-5-hydroxy-4-aza-1H-indole (160 mg, 0.441 mmol) and 4-fluoronaphth-1-ylboronic acid (134 mg, 0.71 mmol) were converted to 134 mg of the title compound by the procedure of Example 3. (85%). MS(FD) m/e 359.8 (M+). EA calculated for C23H22FN3: C, 76.88; H, 6.13; N, 11.70. Found: C, 77.15; H, 6.21; N, 11.62.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06358972B1
Source datasetuspto-grants-2002_03
ORD IDord-6f18ed2c042c401e8a117d162e56db05
Source noteuspto-grants-2002_03