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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 642822Generated: October 29, 2026

Triethylamine → HCID 178425365, compound

https://huagongshe.com/reaction/642822

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium CarbonateHCID 10340—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant1-Benzyl-4,4'-bipiperidineHCID 33700649—
Reactant(R)-1-carboxy-2-(7-methyl-1H-benzimidazol-5-yl)-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylateHCID 178425374—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178425365HCID 178425365—

Reaction Steps

A solution of 120 mg (0.22 mmol) (R)-1-carboxy-2-(7-methyl-1H-benzimidazol-5-yl)-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate, 85 mg (0.27 mmol) TBTU and 50 μL (0.36 mmol) triethylamine in 10 mL THF and 1 mL DMF was stirred for 1 h at RT, then combined with 80 mg (0.31 mmol) 1-benzyl-[4,4′]bipiperidinyl and stirred overnight at RT. The reaction solution was combined with 1 mL saturated Na2CO3 solution and extracted with 100 mL EtOAc. The organic phase was dried over Na2SO4, filtered and evaporated down i.vac. The residue was purified via HPLC, the fractions containing the product were combined and evaporated to dryness i.vac.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696195B2
Source datasetuspto-grants-2010_04
ORD IDord-29b124558d3344ab904bfd3ea344d175
Source noteuspto-grants-2010_04