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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2271732Generated: November 1, 2026

Trifluoroacetic acid → [6-(3-Chloro-4-hydroxy-5-methoxyphenyl)-4-(2,8-diazaspiro[4,5]decan-8-yl)quinolin-3-yl](cyclopropyl)methanone

https://huagongshe.com/reaction/2271732

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-Butyl 8-[6-(3-chloro-4-hydroxy-5-methoxyphenyl)-3-(cyclopropanecarbonyl)quinolin-4-yl]-2,8-diazaspiro[4,5]decane-2-carboxylateHCID 68091922—
Product[6-(3-Chloro-4-hydroxy-5-methoxyphenyl)-4-(2,8-diazaspiro[4,5]decan-8-yl)quinolin-3-yl](cyclopropyl)methanoneHCID 6671555338%

Reaction Steps

Following general procedure A-2, tert-butyl 8-[6-(3-chloro-4-hydroxy-5-methoxyphenyl)-3-(cyclopropanecarbonyl)quinolin-4-yl]-2,8-diazaspiro[4,5]decane-2-carboxylate (110 mg, 0.097 mmol) was reacted with TFA (2 mL) to afford the desired product (18 mg, 38%) as a green solid: 1H NMR (300 MHz, CD3OD) δ 8.79 (s, 1H), 8.29 (s, 1H), 8.02 (s, 2H), 7.30 (d, J=2.1 Hz, 1H), 7.23 (d, J=2.1 Hz, 1H), 3.98 (s, 4H), 3.08 (s, 2H), 2.65-2.52 (m, 1H), 2.03-1.81 (m, 7H), 1.37-1.16 (m, 8H); ESI MS m/z 492 [C28H30ClN3O3+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09120749B2
Source datasetuspto-grants-2015_09
ORD IDord-83c6ad2ef62a4a588f5728686a7cfbba
Source noteuspto-grants-2015_09