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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 717474Generated: October 30, 2026

1,2,3,4-Tetrahydroisoquinolin-5-ol hydrochloride → 2-[[6-Fluoro-2-(4-fluorophenyl)quinazolin-4-yl]carbonyl]-5-hydroxy-1,2,3,4-tetrahydroisoquinoline

https://huagongshe.com/reaction/717474

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2,3,4-Tetrahydroisoquinolin-5-ol hydrochlorideHCID 13948252—
Reactant6-Fluoro-2-(4-fluorophenyl)quinazoline-4-carboxylic acidHCID 90410713—
Product2-[[6-Fluoro-2-(4-fluorophenyl)quinazolin-4-yl]carbonyl]-5-hydroxy-1,2,3,4-tetrahydroisoquinolineHCID 8626778422.8%

Reaction Steps

Reaction of 6-fluoro-2-(4-fluorophenyl)quinazoline-4-carboxylic acid with 5-hydroxy-1,2,3,4-tetrahydroisoquinoline hydrochloride gave compound 101 (22.8% yield). 1H NMR (300 MHz, DMSO-d6) δ 2.62 and 2.88 (2t, 2H), 3.54 and 4.05 (2t, 2H), 4.49 and 4.95 (2s, 2H), 6.35-6.79 (m, 2H), 6.85-7.07 (m, 1H), 7.42-7.45 (m, 1H), 7.64-7.80 (m, 2H), 8.04-8.10 (m 1H), 8.15-8.39 (m, 3H), 9.49 and 9.53 (2s, 1H); MS (ESI) m/z 418 ([M+H]+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193707B2
Source datasetuspto-grants-2015_11
ORD IDord-726ebcd0765a45f98939bbaeedde2715
Source noteuspto-grants-2015_11