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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1664945Generated: October 31, 2026

Triethylamine → HCID 59722669, compound

https://huagongshe.com/reaction/1664945

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant3-(Piperidin-4-yl)-3,4-dihydroquinazolin-2(1H)-oneHCID 11042597—
Reactant(6S,9R)-6-(2,3-difluorophenyl)-3-(2,2,2-trifluoroethyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-9-amineHCID 67439949—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59722669HCID 5972266962.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

Triethylamine (50 μL, 0.356 mmol) was added to a solution of the bis hydrochloride salt of (6S,9R)-6-(2,3-difluorophenyl)-3-(2,2,2-trifluoroethyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-9-amine (60 mg, 0.143 mmol) and 1,1′-carbonyldiimidazole (41 mg, 0.25 mmol) in tetrahydrofuran (3 mL) at 0° C. After 25 min, the hydrochloride salt of 3-piperidin-4-yl-3,4-dihydroquinazolin-2(1H)-one (38 mg, 0.143 mmol) and dichloromethane (3 mL) were added and the mixture heated to 60° C. After 16 h, the reaction mixture was allowed to cool to ambient temperature and concentrated. Purification by reverse phase HPLC (C-18, 10% acetonitrile/water→100% acetonitrile with 0.1% trifluoroacetic acid) gave the title compound (54 mg). MS 604.2404 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039460B2
Source datasetuspto-grants-2011_10
ORD IDord-d6f93e78928b4e97ae2d5e95e5446b05
Source noteuspto-grants-2011_10