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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1473461Generated: October 31, 2026

Trifluoroacetic acid → 1-(2-(2,3-dihydroxypropyl)-4-(trifluoromethyl)phenyl)-N-(thiazol-2-yl)isoquinoline-6-sulfonamide 2,2,2-trifluoroacetate

https://huagongshe.com/reaction/1473461

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant1-(2-(2,3-dihydroxypropyl)-4-(trifluoromethyl)phenyl)-N-(2,4-dimethoxybenzyl)-N-(thiazol-2-yl)isoquinoline-6-sulfonamideHCID 86687505—
SolventDichloromethaneHCID 6344—
Product1-(2-(2,3-dihydroxypropyl)-4-(trifluoromethyl)phenyl)-N-(thiazol-2-yl)isoquinoline-6-sulfonamide 2,2,2-trifluoroacetateHCID 86687506—

Reaction Steps

1-(2-(2,3-dihydroxypropyl)-4-(trifluoromethyl)phenyl)-N-(2,4-dimethoxybenzyl)-N-(thiazol-2-yl)isoquinoline-6-sulfonamide (0.120 g, 0.182 mmol) was dissolved in DCM and TFA (0.1 ml, 1.298 mmol) was added. The reaction was stirred for 30 minutes at room temperature. The reaction was concentrated and the material was triturated in diethyl ether. The solids were filtered and washed with diethyl ether, then vacuum dried overnight to afford 1-(2-(2,3-dihydroxypropyl)-4-(trifluoromethyl)phenyl)-N-(thiazol-2-yl)isoquinoline-6-sulfonamide 2,2,2-trifluoroacetate as a yellow solid. 1H NMR (400 MHz, DMSO-d6) δ ppm=12.89 (br. s., 1H), 8.71 (dd, J=2.0, 5.7 Hz, 1H), 8.59 (d, J=4.1 Hz, 1H), 8.25-8.12 (m, 1H), 7.94-7.83 (m, 2H), 7.76-7.64 (m, 2H), 7.51 (t, J=7.8 Hz, 1H), 7.28 (d, J=4.4 Hz, 1H), 6.88 (d, J=4.6 Hz, 1H), 4.04 (d, J=4.9 Hz, 1H), 3.53-3.44 (m, 1H), 3.29 (d, J=3.8 Hz, 1H), 3.10-3.02 (m, 1H), 3.02-2.94 (m, 1H), 2.87 (dd, J=4.0, 14.3 Hz, 1H), 2.37-2.29 (m, 1H). m/z (ESI) 510.2 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012443B2
Source datasetuspto-grants-2015_04
ORD IDord-eb34d1f40514413babf6c2289fc01aa3
Source noteuspto-grants-2015_04