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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 717486Generated: October 27, 2026

1,2,3,4-Tetrahydroisoquinolin-5-ol hydrochloride → 2-[[6,7-Dimethoxy-2-(4-fluorophenyl)quinazolin-4-yl]carbonyl]-5-hydroxy-1,2,3,4-tetrahydroisoquinoline

https://huagongshe.com/reaction/717486

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2,3,4-Tetrahydroisoquinolin-5-ol hydrochlorideHCID 13948252—
Reactant6,7-Dimethoxy-2-(4-fluorophenyl)quinazoline-4-carboxylic acidHCID 90410706—
Product2-[[6,7-Dimethoxy-2-(4-fluorophenyl)quinazolin-4-yl]carbonyl]-5-hydroxy-1,2,3,4-tetrahydroisoquinolineHCID 8626882027.4%

Reaction Steps

Reaction of 6,7-dimethoxy-2-(4-fluorophenyl)quinazoline-4-carboxylic acid with 5-hydroxy-1,2,3,4-tetrahydroisoquinoline hydrochloride gave compound 113 (27.4% yield). 1H NMR (300 MHz, DMSO-d6) δ 2.64 and 2.89 (2t, 2H), 3.47-4.09 (m, 8H), 4.42 and 4.94 (2s, 2H), 6.29-6.78 (m, 2H), 6.85-7.12 (m, 2H), 7.36-7.42 (m, 1H), 7.50-7.65 (m, 2H), 8.12-8.21 (m, 1H), 8.29-8.35 (m, 1H), 9.48 and 9.54 (2s, 1H); MS (ESI) m/z 460 ([M+H]+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193707B2
Source datasetuspto-grants-2015_11
ORD IDord-1e9fff64fd644f3194a4c6007ac53580
Source noteuspto-grants-2015_11