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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2102312Generated: October 31, 2026

3-(Chloromethyl)-5-(3-chlorophenyl)-1,2,4-oxadiazole → 9-{[5-(3-chlorophenyl)-1,2,4-oxadiazol-3-yl]methyl}-3-(trifluoromethyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a][1,3]diazepine

https://huagongshe.com/reaction/2102312

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(Chloromethyl)-5-(3-chlorophenyl)-1,2,4-oxadiazoleHCID 10082520—
Reactant9-{[5-(3-chlorophenyl)-1,2,4-oxadiazol-3-yl]methyl}-3-pyridin-4-yl-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a][1,3]diazepineHCID 11350319—
Reactant3-(Trifluoromethyl)-5H,6H,7H,8H,9H-[1,2,4]triazolo[4,3-a][1,3]diazepineHCID 135465828—
SolventEthyl AcetateHCID 8857—
Product9-{[5-(3-chlorophenyl)-1,2,4-oxadiazol-3-yl]methyl}-3-(trifluoromethyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a][1,3]diazepineHCID 1121170361%

Reaction Steps

The title compound was prepared analogous to 9-{[5-(3-chlorophenyl)-1,2,4-oxadiazol-3-yl]methyl}-3-pyridin-4-yl-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a][1,3]diazepine from 3-(chloromethyl)-5-(3-chlorophenyl)-1,2,4-oxadiazole (89 mg, 0.39 mmol), 3-(trifluoromethyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-α][1,3]diazepine (73 mg, 0.35 mmol. Column chromatography (hep./EA 1:1) afforded 85 mg (61%) of the title compound. 1H NMR: 1.88 (m, 2H), 1.94 (m, 2H), 3.26-3.35 (m, 2H), 3.98-4.07 (m, 2H), 4.83 (s, 2H), 7.46 (m, 1H), 7.50-7.57 (m, 1H), 7.98 (m, 1H), 8.09 (m, 1H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576077B2
Source datasetuspto-grants-2009_08
ORD IDord-0f9943f668ce4f43b190a5dcfca099b6
Source noteuspto-grants-2009_08