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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 885019Generated: October 30, 2026

(Z)-7-Chloro-5-(4-(4-methoxybenzyloxy)phenyl)-1-methyl-3-(4-(trifluoromethyl)benzyl)-1H-benzo[e][1,4]diazepin-2(3H)-one → (Z)-7-Chloro-5-(4-hydroxyphenyl)-1-methyl-3-(4-(trifluoromethyl)benzyl)-1H-benzo[e][1,4]diazepin-2(3H)-one

https://huagongshe.com/reaction/885019

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(Z)-7-Chloro-5-(4-(4-methoxybenzyloxy)phenyl)-1-methyl-3-(4-(trifluoromethyl)benzyl)-1H-benzo[e][1,4]diazepin-2(3H)-oneHCID 59594382—
SolventHydrochloric AcidHCID 313—
Solvent1,4-DioxaneHCID 31275—
Product(Z)-7-Chloro-5-(4-hydroxyphenyl)-1-methyl-3-(4-(trifluoromethyl)benzyl)-1H-benzo[e][1,4]diazepin-2(3H)-oneHCID 135869725—

Reaction Steps

(Z)-7-chloro-5-(4-(4-methoxybenzyloxy)phenyl)-1-methyl-3-(4-(trifluoromethyl)benzyl)-1H-benzo[e][1,4]diazepin-2(3H)-one (50 mg, 0.086 mmol) was dissolved in 4 N HCl in dioxane (3 mL) and stirred for 3 h. The solution was then concentrated, and sonicated in 5 mL of diethyl ether. The product was collected by filtration as a bright yellow solid (24.2 mg, 61%). 1H NMR (300 MHz, DMSO-d6) δ 3.30 (s, 3H), 3.32-3.43 (m, 3H), 6.80 (d, 2H), 7.22 (d, 1H), 7.30-7.40 (m, 2H), 7.50-7.78 (m, 6H); ESI m/z measured 459.1078 [M+H+], calculated 459.1087.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08242109B2
Source datasetuspto-grants-2012_08
ORD IDord-5b825528779c4a14afb87b4fccf8a26d
Source noteuspto-grants-2012_08