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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1507321Generated: October 30, 2026

Sodium borohydride → (4-Chloro-2-methoxy-8-methyl-3-(3-(trifluoromethyl)benzyl)quinolin-6-yl)(1-methyl-1H-imidazol-5-yl)methanol

https://huagongshe.com/reaction/1507321

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant(4-chloro-2-methoxy-8-methyl-3-(3-(trifluoromethyl)benzyl)quinolin-6-yl)(1-methyl-1H-imidazol-5-yl)methanoneHCID 118005951—
SolventMethanolHCID 887—
Product(4-Chloro-2-methoxy-8-methyl-3-(3-(trifluoromethyl)benzyl)quinolin-6-yl)(1-methyl-1H-imidazol-5-yl)methanolHCID 118006194—

Reaction Steps

Sodium borohydride (0.016 g, 0.422 mmol) was added in one portion to a suspension of (4-chloro-2-methoxy-8-methyl-3-(3-(trifluoromethyl)benzyl)quinolin-6-yl)(1-methyl-1H-imidazol-5-yl)methanone (0.1 g, 0.211 mmol, Intermediate 15: step d) in MeOH (3 mL). The mixture was stirred at room temperature overnight, then filtered, rinsing the solids with MeOH and H2O. The solid product was dried under reduced pressure to provide the title compound. 1H NMR (400 MHz, CDCl3) δ ppm 8.08 (s, 1H), 7.57-7.69 (m, 1H), 7.41-7.53 (m, 4H), 7.30-7.41 (m, 1H), 6.76 (s, 1H), 5.94-6.15 (m, 1H), 4.35 (s, 2H), 4.09 (s, 3H), 3.60 (s, 3H), 2.67 (s, 3H), 2.58 (m, 1H). MS (EI) 476 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221804B2
Source datasetuspto-grants-2015_12
ORD IDord-749d0cddd8db47afa56dc65011b4afea
Source noteuspto-grants-2015_12