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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 595542Generated: October 26, 2026

(1-(tert-Butoxycarbonyl)-4-fluoro-1H-indol-2-yl)boronic acid → (4-fluoro-1H-indol-2-yl)boronic acid

https://huagongshe.com/reaction/595542

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(1-(tert-Butoxycarbonyl)-4-fluoro-1H-indol-2-yl)boronic acidHCID 44118245—
SolventTrifluoroacetic acidHCID 6422—
Product(4-fluoro-1H-indol-2-yl)boronic acidHCID 9033343694%

Reaction Steps

TFA (60 mL) was added 1-(tert-butoxycarbonyl)-4-fluoro-1H-indol-2-ylboronic acid (10 g, 35.83 mmol) in portions at 0° C. and then the mixture was stirred at room temperature for 3 hours. The mixture was poured into ice water, stirred for 10 minutes and filtered through a pad to give the crude 4-fluoro-1H-indol-2-ylboronic acid (6.0 g, yield: 94%) without further purification. 1H-NMR (DMSO-d6, 400 MHz) δ 11.09 (s, 1H), 8.35 (br s, 2H), 7.22 (d, J=8.00 Hz, 1H), 7.02˜7.07 (m, 2H), 6.68˜6.72 (m, 1H). MS (M+H)+: 180.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242998B2
Source datasetuspto-grants-2016_01
ORD IDord-0b5b8cd03a0144b6bc752126ed490466
Source noteuspto-grants-2016_01