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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1674727Generated: November 1, 2026

Trifluoroacetic acid → HCID 24875546, compound

https://huagongshe.com/reaction/1674727

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium CarbonateHCID 10340—
ReactantBromopinacoloneHCID 21642—
ReactantHCID 58966608HCID 58966608—
SolventDimethylformamideHCID 6228—
ProductHCID 24875546HCID 24875546—

Reaction Conditions

Temperature50 °C

Reaction Steps

A suspension of the piperidine (B5) (24 mg, 0.09 mmol), 1-bromo -3,3-dimethylbutan-2-one (13.5 mg, 0.08 mmol) and sodium carbonate (32 mg, 0.3 mmol) in DMF (1 ml) was stirred at 50° C. in a sealed vial for 16 hours. The mixture was cooled and carefully neutralized with TFA and purified by reverse phase HPLC to give the title compound no. 19 as a TFA salt. LC-MS: m/e=357.30 (M+H). Rt=1.61 min. 1H-NMR (500 MHz, DMSO-d6): 9.60 (br. s, 1H), 8.21 (d, 1H), 7.44 (d, 1H), 7.32 (t, 1H), 7.20 (t, 1H), 7.16 (d, 1H), 4.92 (q, 1H), 4.60 (d, 2H), 3.26 (m, 4H), 2.35 (m, 2H), 2.04 (dd, 1H), 1.87 (s, 3H), 1.80 (m, 3H), 1.71 (d, 1H), 1.63 (m, 1H), 1.16 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08003660B2
Source datasetuspto-grants-2011_08
ORD IDord-a033e37bfa5c4a079d20303694f188d3
Source noteuspto-grants-2011_08