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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1530149Generated: October 30, 2026

5-(1-Allyl-1H-imidazol-2-yl)-2-bromo-4-(2,4-dichlorophenyl)-1,3-thiazole → 5-[4-(2,4-dichlorophenyl)-5-(1H-imidazol-2-yl)-1,3-thiazol-2-yl]-3,4-dihydro-1,8-naphthyridin-2(1H)-one

https://huagongshe.com/reaction/1530149

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-(1-Allyl-1H-imidazol-2-yl)-2-bromo-4-(2,4-dichlorophenyl)-1,3-thiazoleHCID 58094858—
Reactant5-(trimethylstannyl)-3,4-dihydro-1,8-naphthyridin-2(1H)-oneHCID 58095154—
Product5-[4-(2,4-dichlorophenyl)-5-(1H-imidazol-2-yl)-1,3-thiazol-2-yl]-3,4-dihydro-1,8-naphthyridin-2(1H)-oneHCID 58095164—

Reaction Steps

The title compound was prepared from 5-(1-Allyl-1H-imidazol-2-yl)-2-bromo-4-(2,4-dichlorophenyl)-1,3-thiazole and 5-(trimethylstannyl)-3,4-dihydro-1,8-naphthyridin-2(1H)-one using procedures analogous to those described in Example 1-C, Steps 8 and 9:LCMS: (FA) ES+ 442, 444. 1H NMR (300 MHz, d6-DMSO) δ: 12.10-11.89 (bs, 1H), 10.64 (s, 1H), 8.25 (d, J=5.28 Hz, 1H), 7.74 (d, J=1.72 Hz, 1H), 7.60-7.46 (m, 2H), 739 (d, J=5.29 Hz, 1H), 7.23-6.94 (m, 2H), 4.11-4.06 (m, 1H), 3.38-3.30 (m, 1H), 3.16 (d, J=5.21 Hz, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090601B2
Source datasetuspto-grants-2015_07
ORD IDord-0bafa6cf904b43ed8fa0b4bd99ed035f
Source noteuspto-grants-2015_07