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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2175234Generated: October 30, 2026

(5-Bromo-1,3-thiazol-2-yl)methanol → 4-(2,3-Dimethylphenoxy)-1-(5-(2-(hydroxymethyl)thiazol-4-yl)-3,4-dihydroquinolin-1(2H)-yl)butan-1-one

https://huagongshe.com/reaction/2175234

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(5-Bromo-1,3-thiazol-2-yl)methanolHCID 11953783—
ReactantMethyl 4-bromopicolinateHCID 12828947—
ReactantMethyl 4-(1-(4-(2,3-dimethylphenoxy)butanoyl)-1,2,3,4-tetrahydroquinolin-5-yl)picolinateHCID 70982851—
Product4-(2,3-Dimethylphenoxy)-1-(5-(2-(hydroxymethyl)thiazol-4-yl)-3,4-dihydroquinolin-1(2H)-yl)butan-1-oneHCID 70981977—

Reaction Steps

The title compound was prepared using a procedure analogous to methyl 4-(1-(4-(2,3-dimethylphenoxy)butanoyl)-1,2,3,4-tetrahydroquinolin-5-yl)picolinate except that methyl 4-bromopicolinate was replaced with (5-bromothiazol-2-yl)methanol. LCMS, [M+H]+=437.1. 1H NMR (400 MHz, CDCl3) δ 7.33 (d, J=7.0 Hz, 1H), 7.26-7.19 (m, 2H), 7.06 (s, 1H), 7.03-6.95 (m, 1H), 6.73 (d, J=7.5 Hz, 1H), 6.63 (d, J=8.2 Hz, 1H), 5.01 (s, 2H), 3.92 (t, J=5.2 Hz, 2H), 3.79 (t, J=6.9 Hz, 2H), 2.74 (t, J=7.3 Hz, 2H), 2.62 (t, J=6.2 Hz, 2H), 2.25-2.11 (m, 5H), 1.93 (s, 3H), 1.89-1.80 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062028B2
Source datasetuspto-grants-2015_06
ORD IDord-905507041f944932852f59bdec2cbeb1
Source noteuspto-grants-2015_06